Jie Liu, Ruirui Zhang, Shubhadip Mallick, Sohan Patil, Chantal Wientjens, Jana Flegel, Anna Krupp, Carsten Strohmann, Corentin Grassin, Christian Merten, Axel Pahl, Michael Grigalunas and Herbert Waldmann

Chem. Sci., 2023, 14, 7936
DOI: 10.1039/D3SC01240A

Synthesis of bioactive fluoropyrrolidinesviacopper(i)-catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides

Xiao Xu, Longzhu Bao, Lu Ran, Zhenyan Yang, Dingce Yan, Chun-Jiang Wang and Huailong Teng

Chem. Sci., 2022, 13, 1398
DOI: 10.1039/D1SC04595D

Catalytic asymmetric construction of dispirotriheterocyclic structures through [3+2] cycloadditions of 4-amino pyrazolone-based azomethine ylides

Yue Huang, Xiaoze Bao, Xingfu Wei, Jianfang Zhang, Shah Nawaz, Jingping Qu and Baomin Wang

New J. Chem., 2022, 46, 14155
DOI: 10.1039/D2NJ02895F

Guided by evolution: from biology oriented synthesis to pseudo natural products

Gregor S. Cremosnik, Jie Liu and Herbert Waldmann

Nat. Prod. Rep., 2020, 37, 1497
DOI: 10.1039/D0NP00015A

A three-component 1,3-dipolar cycloaddition of pyrazolone-derived azomethine ylides with succinimides for the construction of novel spiro-pyrazolone-pyrrolizines containing succinimides

Jianming Xu, Dan Hu, Jian Wang, Song Hu, Heng Yin, Yulong Li and Chenyi Li

Org. Biomol. Chem., 2026, 24, 1363
DOI: 10.1039/D6OB00014B

Zn(ii)-catalyzed asymmetric [3 + 2] cycloaddition of acyclic enones with azomethine ylides

Sundaravel Vivek Kumar, Jeremiah Olusegun and Patrick J. Guiry

Org. Biomol. Chem., 2024, 22, 7148
DOI: 10.1039/D4OB00854E

Higher-order [10 + 2] cycloaddition of 2-alkylidene-1-indanones enables the dearomatization of 3-nitroindoles: access to polycyclic cyclopenta[b]indoline derivatives

Jian-Qiang Zhao, Shun Zhou, Hui-Ling Qian, Zhen-Hua Wang, Yan-Ping Zhang, Yong You and Wei-Cheng Yuan

Org. Chem. Front., 2022, 9, 3322
DOI: 10.1039/D2QO00289B

Cu(i)-Catalyzed asymmetric exo-selective synthesis of substituted pyrrolidines via a 1,3-dipolar cycloaddition reaction

Rayhan G. Biswas, Sumit K. Ray, Vinod K. Kannaujiya, Rajshekhar A. Unhale and Vinod K. Singh

Org. Biomol. Chem., 2021, 19, 4685
DOI: 10.1039/D1OB00494H

Higher-order dearomative [10 + 2] cycloaddition of 2-nitrobenzofurans and 2-alkylidene-1-indanones to access pentacyclic scaffolds

Lei Yang, Yu-Ting Hou, Min Zou, Yi-Ping Liu, Ming-Zhou Liao, Lin Chen, Wei-Cheng Yuan and Jian-Qiang Zhao

Org. Chem. Front., 2026
DOI: 10.1039/D6QO00085A

Copper-catalyzed [3 + 2]-cycloaddition of α-halonitroalkenes with azomethine ylides: facile synthesis of multisubstituted pyrrolidines and pyrroles

Vladimir A. Motornov, Andrey A. Tabolin, Yulia V. Nelyubina, Valentine G. Nenajdenko and Sema L. Ioffe

Org. Biomol. Chem., 2021, 19, 3413
DOI: 10.1039/D1OB00146A

Asymmetric formal synthesis of (−)-tetrazomine

Wei-Yi Qi, Sheng-Long Fang, Xue-Tao Xu, Kun Zhang and Bing-Feng Shi

Org. Chem. Front., 2021, 8, 1802
DOI: 10.1039/D1QO00029B

Pseudo-multicomponent 1,3-dipolar cycloaddition involving metal-free generation of unactivated azomethine ylides

Asmaa Belabbes, María Gracia Retamosa, Francisco Foubelo, Ana Sirvent, Carmen Nájera, Miguel Yus and José M. Sansano

Org. Biomol. Chem., 2023, 21, 1927
DOI: 10.1039/D3OB00023K

High-order dipolar annulations with metal-containing reactive dipoles

Mao-Mao Zhang, Bao-Le Qu, Bin Shi, Wen-Jing Xiao and Liang-Qiu Lu

Chem. Soc. Rev., 2022, 51, 4146
DOI: 10.1039/D1CS00897H

Catalytic asymmetric synthesis of diazabicyclo[3.1.0]hexanes by 1,3-dipolar cycloaddition of azomethine ylides with azirines

Alba Molina, Sergio Díaz-Tendero, Javier Adrio and Juan C. Carretero

Chem. Commun., 2020, 56, 5050
DOI: 10.1039/D0CC01061H

A stereochemical journey around spirocyclic glutamic acid analogs

Anton V. Chernykh, Alla V. Chernykh, Dmytro S. Radchenko, Pratik Rajesh Chheda, Eduard B. Rusanov, Oleksandr O. Grygorenko, M. Ashley Spies, Dmitriy M. Volochnyuk and Igor V. Komarov

Org. Biomol. Chem., 2022, 20, 3183
DOI: 10.1039/D2OB00146B

Catalytic asymmetric synthesis of enantioenriched α-deuterated pyrrolidine derivatives

Xin Chang, Xiang Cheng and Chun-Jiang Wang

Chem. Sci., 2022, 13, 4041
DOI: 10.1039/D2SC00826B

Well-defined Cu(i) complexes based on [N,P]-pyrrole ligands catalyzed a highly endoselective 1,3-dipolar cycloaddition

Miguel A. Alvarado-Castillo, Salvador Cortés-Mendoza, José E. Barquera-Lozada, Francisco Delgado, Ruben A. Toscano, M. Carmen Ortega-Alfaro and José G. López-Cortés

Dalton Trans., 2024, 53, 2231
DOI: 10.1039/D3DT03692H

Stereodivergent synthesis of enantioenriched azepino[3,4,5-cd]-indoles via cooperative Cu/Ir-catalyzed asymmetric allylic alkylation and intramolecular Friedel–Crafts reaction

Lu Xiao, Bo Li, Fan Xiao, Cong Fu, Liang Wei, Yanfeng Dang, Xiu-Qin Dong and Chun-Jiang Wang

Chem. Sci., 2022, 13, 4801
DOI: 10.1039/D1SC07271D

Catalytic Enantioselective Formal Synthesis of MDM2 Antagonist RG7388 and Its Analogues

Xue‐Jie Zou, Wu‐Lin Yang, Jing‐Yan Zhu and Wei‐Ping Deng

Chin. J. Chem., 2020, 38, 435
DOI: 10.1002/cjoc.201900530

Catalyst-free 1,3-dipolar [3 + 2] cycloadditions of N,N′-cyclic azomethine imines with β-substituted-α,β-unsaturated carbonyls: Access to highly regioselective functionalized N,N′-bicyclic pyrazolidinones

Sung Hyun Kang, Jaeeun No and Sung-Gon Kim

Tetrahedron Letters, 2023, 120, 154452
DOI: 10.1016/j.tetlet.2023.154452

Catalytic Enantioselective [3+2] Cycloaddition of N‐Metalated Azomethine Ylides

Sundaravel Vivek Kumar and Patrick J. Guiry

Chemistry A European J, 2023, 29
DOI: 10.1002/chem.202300296

Synthesis of Chiral Dispiro‐Indolinone‐Pyrrolidine‐Imidazolones Using (R) or (S)‐1‐(2,4‐Dimethoxyphenyl)Ethyl Amine

Vladislav S. Polyakov, Aleksandr A. Barashkin, Yuri K. Grishin, Elena A. Tarasenko and Elena K. Beloglazkina

ChemistrySelect, 2025, 10
DOI: 10.1002/slct.202501276

The Synthesis of Five-Membered N-Heterocycles by Cycloaddition of Nitroalkenes with (In)Organic Azides and Other 1,3-Dipoles

Shandev Pookkandam Parambil, Santhini Pulikkal Veettil and Wim Dehaen

Synthesis, 2022, 54, 910
DOI: 10.1055/a-1547-0196

Copper-Catalyzed Umpolung of N-2,2,2-Trifluoroethylisatin Ketimines for the Enantioselective 1,3-Dipolar Cycloaddition with Benzo[b]thiophene Sulfones

Wei-Cheng Yuan, Lei Yang, Jian-Qiang Zhao, Hong-Yan Du, Zhen-Hua Wang, Yong You, Yan-Ping Zhang, Jiabin Liu, Wenjing Zhang and Ming-Qiang Zhou

Org. Lett., 2022, 24, 4603
DOI: 10.1021/acs.orglett.2c01716

Recent Advances in Catalytic Asymmetric 1,3-Dipolar Cycloaddition Reactions with Kinetic Resolution

Huachao Liu, Chong Shen, Xin Chang and Chunjiang Wang

Chinese Journal of Organic Chemistry, 2022, 42, 3322
DOI: 10.6023/cjoc202205037

Copper-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with β-trifluoromethyl-substituted alkenyl heteroarenes

Xiang Cheng, Xin Chang, Yuhong Yang, Zongpeng Zhang, Jing Li, Yipu Li, Wenxiao Zhao, Lung Wa Chung, Huailong Teng, Xiu-Qin Dong and Chun-Jiang Wang

Sci. China Chem., 2023, 66, 3193
DOI: 10.1007/s11426-023-1683-9

Asymmetric Induction of Sugar-Derived Dipole and Dipolarophile in 1,3-Dipolar Cycloadditions Leading to Pyrrolidines

Mariana Vardé, Sebastian Suarez, Evangelina Repetto and Oscar Varela

J. Org. Chem., 2025, 90, 14157
DOI: 10.1021/acs.joc.5c01627

Transannular Enantioselective (3 + 2) Cycloaddition of Cycloalkenone Hydrazones under Brønsted Acid Catalysis

Jana Sendra, Efraim Reyes, Liher Prieto, Elena Fernández and Jose L. Vicario

Org. Lett., 2021, 23, 8738
DOI: 10.1021/acs.orglett.1c03190

Recent Advances in Organocatalytic Synthesis and Catalytic Activity of Substituted Pyrrolidines

Aeyaz Ahmad Bhat

CCAT, 2024, 13, 2
DOI: 10.2174/0122115447285170240206115917

Synthesis of Spiro[imidazole‐4,3′‐pyrrolo[1,2‐a]quinolin]‐ 5‐ones via 1,3‐Dipolar Cycloaddition of Quinolinium Ylides with Arylydeneimidazol‐4‐ones

Marina V. Molchanova, Viktoria A. Ikonnikova, Alexander Yu. Smirnov, Pavel N. Solyev, Mikhail S. Baranov and Andrey A. Mikhaylov

ChemistrySelect, 2024, 9
DOI: 10.1002/slct.202305123

FAM‐Ag‐catalyzed asymmetric synthesis of heteroaryl‐substituted pyrrolidines

Nurzhan Beksultanova, Zeynep Gözükara, Mihrimah Araz, Merve Bulut, Sıdıka Polat‐Çakır, Muhittin Aygün and Özdemir Dogan

Chirality, 2021, 33, 465
DOI: 10.1002/chir.23320

Cu-catalyzed endo-selective asymmetric 1,3-dipolar cycloaddition of azomethine ylides with ethenesulfonyl fluorides: Efficient access to chiral pyrrolidine-3-sulfonyl fluorides

Yi-Nan Li, Xin Chang, Qi Xiong, Xiu-Qin Dong and Chun-Jiang Wang

Chinese Chemical Letters, 2021, 32, 4029
DOI: 10.1016/j.cclet.2021.05.063

Pyrrolidine Derivatives as Anti‐diabetic Agents: Current Status and Future Prospects

Aeyaz Ahmad Bhat, Nitin Tandon and Runjhun Tandon

ChemistrySelect, 2022, 7
DOI: 10.1002/slct.202103757

Stereoselective Asymmetric Synthesis of Pyrrolidines with Vicinal Stereocenters Using a Memory of Chirality-Assisted Intramolecular SN2′ Reaction

Jae Hyun Kim, Yundong Chung, Hongjun Jeon, Seokwoo Lee and Sanghee Kim

Org. Lett., 2020, 22, 3989
DOI: 10.1021/acs.orglett.0c01307

Spiro‐2‐oxindoles via 1,3‐dipolar cycloadditions. A decade update

Giorgio Molteni and Alessandra Silvani

Eur J Org Chem, 2021, 2021, 1653
DOI: 10.1002/ejoc.202100121

Copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of 1,3-enynes and azomethine ylides

Bo-Ran Wang, Yan-Bo Li, Qi Zhang, Dingding Gao, Ping Tian, Qinghua Li and Liang Yin

Nat Commun, 2023, 14
DOI: 10.1038/s41467-023-40409-4

β-Substituted Alkenyl Heteroarenes as Dipolarophiles in the Cu(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides Empowered by a Dual Activation Strategy: Stereoselectivity and Mechanistic Insight

Xin Chang, Yuhong Yang, Chong Shen, Kun-Shan Xue, Zuo-Fei Wang, Hengjiang Cong, Hai-Yan Tao, Lung Wa Chung and Chun-Jiang Wang

J. Am. Chem. Soc., 2021, 143, 3519
DOI: 10.1021/jacs.0c12911

Organocatalytic Enantioselective 1,3‐Dipolar [6+4] Cycloadditions of Tropone

Giulio Bertuzzi, David McLeod, Lisa‐Marie Mohr and Karl Anker Jørgensen

Chemistry A European J, 2020, 26, 15491
DOI: 10.1002/chem.202003329

Recent Developments in Enantioselective Silver-Catalyzed Transformations

Hélène Pellissier

Organic Preparations and Procedures International, 2025, 57, 401
DOI: 10.1080/00304948.2025.2462806

Stereodivergent Synthesis of Enantioenriched γ‐Butyrolactones Bearing Two Vicinal Stereocenters Enabled by Synergistic Copper and Iridium Catalysis

Lu Xiao, Liang Wei and Chun‐Jiang Wang

Angewandte Chemie, 2021, 133, 25134
DOI: 10.1002/ange.202107418

Chiral Trifluoromethylated Pyrrolidines via Cu–Catalyzed Asymmetric 1,3‐Dipolar Cycloaddition

Xiang Cheng, Dingce Yan, Xiu‐Qin Dong and Chun‐Jiang Wang

Asian J Org Chem, 2020, 9, 1567
DOI: 10.1002/ajoc.202000295

Catalyst-Controlled Switchable (5 + 4)/(3 + 4) Cycloadditions for the Divergent Synthesis of Pyrazole-Fused Seven- and Nine-Membered Heterocycles

Jie Wang, Ting Qi, Shurong He, Wei Huang, Cheng Peng, Gu Zhan and Bo Han

ACS Catal., 2023, 13, 10694
DOI: 10.1021/acscatal.3c02562

Cobalt(III) hydride HAT mediated enantioselective intramolecular hydroamination access to chiral pyrrolidines

Qi Meng, Tao Qin, Huanran Miao, Ge Zhang and Qian Zhang

Sci. China Chem., 2024, 67, 2002
DOI: 10.1007/s11426-023-1882-5

1,3‐Dipolar Cycloaddition of 3‐Chromonyl‐Substituted Glycine Imino Esters with Arylidenes and in situ Diastereodivergent via Retrocycloaddition

Mohammed F. Radwan, Elghareeb E. Elboray, Hemat M. Dardeer, Yusuke Kobayashi, Takumi Furuta, Shohei Hamada, Toshifumi Dohi and Moustafa F. Aly

Chemistry An Asian Journal, 2023, 18
DOI: 10.1002/asia.202300215

Concise Total Synthesis of (−)‐Quinocarcin Enabled by Catalytic Enantioselective Reductive 1,3‐Dipolar Cycloaddition of Secondary Amides

Kan‐Lei Ji, Shu‐Fan He, Dong‐Dong Xu, Wen‐Xin He, Jian‐Feng Zheng and Pei‐Qiang Huang

Angewandte Chemie, 2023, 135
DOI: 10.1002/ange.202302832

1,3-dipolar cycloaddition of stable azomethine ylide based on ninhydrin and l-proline to phosphorylated acetylenes

A. A Sokolov, D. M Egorov, Yu. A. Pronina, S. M Ramsh and A. V Stepakov

Žurnal obŝej himii, 2023, 93, 1050
DOI: 10.31857/S0044460X23070089

Enantioselective 1,3-Dipolar Cycloaddition Using (Z)-α-Amidonitroalkenes as a Key Step to the Access to Chiral cis-3,4-Diaminopyrrolidines

Eduardo García-Mingüens, Marcos Ferrándiz-Saperas, M. de Gracia Retamosa, Carmen Nájera, Miguel Yus and José M. Sansano

Molecules, 2022, 27, 4579
DOI: 10.3390/molecules27144579

Iridium-Catalyzed Diastereo- and Enantioselective [4 + 3] Cycloaddition of 4-Indolyl Allylic Alcohols with Azomethine Ylides

Wu-Lin Yang, Tao Ni and Wei-Ping Deng

Org. Lett., 2021, 23, 588
DOI: 10.1021/acs.orglett.0c04132

Pyrrolidine Derivatives As Antibacterial agents, Current Status and Future Prospects: a Patent Review

Aeyaz A Bhat, Nitin Tandon and Runjhun Tandon

Pharm. Pat. Anal., 2022, 11, 187
DOI: 10.4155/ppa-2022-0015

Diastereodivergent 1,3‐Dipolar Cycloaddition of α‐Fluoro‐α,β‐Unsaturated Arylketones and Azomethine Ylides: Experimental and Theoretical DFT Studies

Subarna Jyoti Kalita, Zhen‐Ni Zhao, Zi‐Han Li, Feng Cheng, Yan Zhao and Yi‐Yong Huang

Eur J Org Chem, 2021, 2021, 5530
DOI: 10.1002/ejoc.202100759

The Crucial Role of S‐oxidation State on the Selectivity and Reaction Rate of the 1,3‐Dipolar Cycloaddition of Azomethine Ylides and Homochiral Thiazolines

Jaime Gracia‐Vitoria, Iñaki Osante and Carlos Cativiela

Eur J Org Chem, 2021, 2021, 2843
DOI: 10.1002/ejoc.202100237

Asymmetric Organocatalytic 1,3-Dipolar Cycloaddition of Azomethine Ylides with β-Substituted Cyclic Enones

Han Zhong, Xiao-Yi Zhang, Yong-Mou Yao, Wen-Ming Chen, Wei Wang and Xu Tian

J. Org. Chem., 2024, 89, 9721
DOI: 10.1021/acs.joc.3c02371

Chiral Ag‐Complex Catalyzed Enantioselective α‐Functionalization of Cyclic Azomethine Ylides with Concomitant Remote‐Controlled Asymmetric Desymmetrization of N‐Arylmaleimides and Cyclopentene‐1,3‐diones

Ji‐Hong Liu, Jian‐Mei Wang, Yan‐Ping Zhang, Zhen‐Hua Wang, Lei Yang, Jian‐Qiang Zhao, Ming‐Qiang Zhou, Yong You and Wei‐Cheng Yuan

Chin. J. Chem., 2025, 43, 2029
DOI: 10.1002/cjoc.70076

Combination of Pseudo‐Natural Product Design and Formal Natural Product Ring Distortion Yields Stereochemically and Biologically Diverse Pseudo‐Sesquiterpenoid Alkaloids

Jie Liu, Jana Flegel, Felix Otte, Axel Pahl, Sonja Sievers, Carsten Strohmann and Herbert Waldmann

Angewandte Chemie, 2021, 133, 21554
DOI: 10.1002/ange.202106654

Highly Efficient Asymmetric [3+2] Cycloaddition Promoted by Chiral Aziridine-Functionalized Organophosphorus Compounds

Julia Szymańska, Michał Rachwalski and Adam M. Pieczonka

Molecules, 2024, 29, 3283
DOI: 10.3390/molecules29143283

Asymmetric synthesis of aryl‐substituted pyrrolidines by using CFAM ligand–AgOAc chiral system via 1,3‐dipolar cycloaddition reaction

Nurzhan Beksultanova and Özdemir Doğan

Chirality, 2023, 35, 435
DOI: 10.1002/chir.23557

A Diastereoselective Catalytic Approach to Pentasubstituted Pyrrolidines by Tandem Anionic‐Radical Cross‐Over Reactions

Denisa Hidasová, Radek Pohl, Ivana Císařová and Ullrich Jahn

Adv Synth Catal, 2022, 364, 671
DOI: 10.1002/adsc.202101172

Enantioselective Synthesis of 2,3,4,5‐Tetra(hydroxyalkyl)pyrrolidines through 1,3‐Dipolar Cycloadditions

Mariana Vardé, Carla Marino, Evangelina Repetto and Oscar Varela

Eur J Org Chem, 2022, 2022
DOI: 10.1002/ejoc.202200589

Unnatural Cyclopeptide Synthesis via Cu-Catalyzed 1,3-Dipolar Cycloaddition of Azomethine Ylides

Enrique Gallent, Inés Alonso, Juan C. Carretero, Nuria Rodríguez and Javier Adrio

Org. Lett., 2024, 26, 10394
DOI: 10.1021/acs.orglett.4c04036

Synthesis of Chiral Heterocycles Through Enantioselective Silver‐Catalyzed Transformations

Hélène Pellissier

Eur J Org Chem, 2025, 28
DOI: 10.1002/ejoc.202401284

The Huisgen Reaction: Milestones of the 1,3‐Dipolar Cycloaddition

Martin Breugst and Hans‐Ulrich Reissig

Angew Chem Int Ed, 2020, 59, 12293
DOI: 10.1002/anie.202003115

Zinc‐Catalyzed Enantioselective [3+2] Cycloaddition of Azomethine Ylides Using Planar Chiral [2.2]Paracyclophane‐Imidazoline N,O‐ligands

Sundaravel Vivek Kumar and Patrick J. Guiry

Angew Chem Int Ed, 2022, 61
DOI: 10.1002/anie.202205516

exo′‐Selective Construction of Spirobipyrrolidines by the Silver‐catalyzed Asymmetric [3+2] Cycloaddition of Imino Esters with 4‐Benzylidene‐2,3‐dioxopyrrolidines

Shohei Furuya, Kazuya Kanemoto and Shin‐ichi Fukuzawa

Chemistry An Asian Journal, 2022, 17
DOI: 10.1002/asia.202200239

Synthesis of Hexahydropyrrolo-isoquinolines by 1,3-Dipolar cycloaddition of tetrahydroisoquinolines and cinnamaldehydes

You-Gui Li, Wei-Ke Chen, You-Qiang Guo, Zhang Zhu, Jing-Jing Cao, Zhen-Yu Wang and Xiang Wu

Tetrahedron Letters, 2023, 122, 154519
DOI: 10.1016/j.tetlet.2023.154519

Catalytic Enantioselective Construction of trans-Fused 2,3,3a,4,5,9b-Hexahydro-1H-pyrrolo[3,2-c]quinoline Derivatives by Intramolecular [3+2]-Cycloaddition

Tetsuya Tsujihara, Tomikazu Kawano, Keigo Sato, Sho Inagaki, Tsunayoshi Takehara and Takeyuki Suzuki

HETEROCYCLES, 2023, 106, 336
DOI: 10.3987/COM-22-14785

Modular Access to Tetrasubstituted N−H Pyrroles by Catalytic 1,3‐Dipolar Cycloaddition of Azomethine Ylides and α,β‐Ynones

Qian Huang, Zi‐Han Li, Zhen‐Ni Zhao, Bo‐Ting Chen, Feng‐Kai He and Yi‐Yong Huang

Eur J Org Chem, 2024, 27
DOI: 10.1002/ejoc.202400437

Voraussage absoluter Geschwindigkeitskonstanten von Huisgen‐ Reaktionen ungesättigter Iminium‐Ionen mit Diazoalkanen

Jingjing Zhang, Quan Chen, Robert J. Mayer, Jin‐Dong Yang, Armin R. Ofial, Jin‐Pei Cheng and Herbert Mayr

Angewandte Chemie, 2020, 132, 12628
DOI: 10.1002/ange.202003029

Silver/ThioClickFerrophos-Catalyzed 1,3-Dipolar Cycloaddition and Tandem Addition–Elimination Reaction of Morita–Baylis–Hillman Adducts

Yuko Suzuki, Kazuya Kanemoto, Ayana Inoue, Kazumi Imae and Shin-ichi Fukuzawa

J. Org. Chem., 2021, 86, 14586
DOI: 10.1021/acs.joc.1c01440

Copper-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Imino Esters to Unsaturated Sultones

Shohei Furuya, Kazuya Kanemoto and Shin-ichi Fukuzawa

J. Org. Chem., 2020, 85, 8142
DOI: 10.1021/acs.joc.0c01023

Copper‐Catalyzed Diastereo‐ and Enantioselective 1,3‐Dipolar Cycloaddition of Imino Lactones with Ylidene‐Pyrazolones

Kenji Muroi, Shohei Furuya and Shin‐ichi Fukuzawa

Eur J Org Chem, 2025, 28
DOI: 10.1002/ejoc.202500409

Recent Advances in Asymmetric Synthesis of Pyrrolidine-Based Organocatalysts and Their Application: A 15-Year Update

Arianna Quintavalla, Davide Carboni and Marco Lombardo

Molecules, 2023, 28, 2234
DOI: 10.3390/molecules28052234

Reactions of Arylaldimines of Glycine Ethyl Ester with Halo-Substituted Arylideneacetones

S. G. Kostryukov, V. A. Kalyazin, P. S. Petrov and E. V. Bezrukova

Russ J Gen Chem, 2023, 93, 1311
DOI: 10.1134/S1070363223060014

Visible-Light-Driven Photocatalytic Synthesis of Polysubstituted Pyrrolidines via Desulfurative Tandem Cyclization of Thiols with 1,6-Enynes

Hongda Xia, Hengming Yang, Jiangna Yue, Chongchong Ma, Xia Fan and Rongshun Chen

J. Org. Chem., 2025, 90, 9063
DOI: 10.1021/acs.joc.5c00810

1,3-Dipolar Cycloaddition of Stable Azomethine Ylide Based on Ninhydrin and L-Proline to Phosphorylated Acetylenes

A. A. Sokolov, D. M. Egorov, Yu. A. Pronina, S. M. Ramsh and A. V. Stepakov

Russ J Gen Chem, 2023, 93, 1694
DOI: 10.1134/S1070363223070083

Ultrasound‐promoted1,3‐dipolarcycloaddition of azomethine yields for synthesis of dispiropyrrolidineoxindole derivatives in hexyltriphenylphosphonium bromide as an ionic liquid, and the evaluation of their anti‐cancer activity

Firouz Matloubi Moghaddam, Nouraddin Hosseinzadeh, Fatemeh Safari and Alireza Foroumadi

Journal of Heterocyclic Chem, 2023, 60, 416
DOI: 10.1002/jhet.4595

Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds

Siva S. Panda, Marian N. Aziz, Jacek Stawinski and Adel S. Girgis

Molecules, 2023, 28, 668
DOI: 10.3390/molecules28020668

Highly Stereodivergent Synthesis of Chiral C4-Ester-Quaternary Pyrrolidines: A Strategy for the Total Synthesis of Spirotryprostatin A

Zhigang Chen, Wei Zhong, Sihua Liu, Ting Zou, Kaiqiang Zhang, Chuliang Gong, Wenyan Guo, Feizhi Kong, Libo Nie, Shunqin Hu and Haifei Wang

Org. Lett., 2023, 25, 3391
DOI: 10.1021/acs.orglett.3c00904

Efforts towards Rh(II)-catalyzed N-alkoxyazomethine ylide generation: Disparate reactivities of O-tethered α-diazo keto and -β-ketoester oximes

Doris Chen, Elizabeth V. Jones, Benjamin N. Rocke, Andrew C. Flick, Stephen W. Wright, John I. Trujillo and Stefan France

Tetrahedron, 2020, 76, 131501
DOI: 10.1016/j.tet.2020.131501

Reactions of arylaldimines of glycine ethyl ester with halo-substituted arylideneacetones

S. G Kostryukov, V. A Kalyazin, P. S Petrov and E. V Bezrukova

Žurnal obŝej himii, 2023, 93, 823
DOI: 10.31857/S0044460X2306001X

Catalyst-Controlled Chemodivergent [3+3] and [3+2] Formal Cycloadditions of Azomethine Ylides with Diphenylcyclopropenone

Javier Corpas, Alberto Ponce, Ian Maclean, Javier Adrio and Juan C. Carretero

Synthesis, 2022, 54, 4673
DOI: 10.1055/a-1829-0262

Enantioselective Zinc-Catalyzed [3+2] Azomethine Ylide Cycloaddition: Developing Planar Chiral [2.2]Paracyclophane-Imidazoline N,O-Ligands

Sundaravel Vivek Kumar and Patrick J Guiry

Synlett, 2025, 36, 1346
DOI: 10.1055/a-2557-5089

Synthesis of New Spiroindolinopyrrolidines

S. V. Borisova and V. V. Sorokin

Russ J Gen Chem, 2022, 92, 10
DOI: 10.1134/S1070363222010030

Diastereodivergent Synthesis of Chiral 4-Fluoropyrrolidines (exo and exo′) Based on the Cu(II)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition

Subarna Jyoti Kalita, Feng Cheng, Qing-Hua Fan, Norio Shibata and Yi-Yong Huang

J. Org. Chem., 2021, 86, 8695
DOI: 10.1021/acs.joc.1c00509

Copper(I)-Catalyzed Asymmetric Synthesis of Unnatural α-Amino Acid Derivatives and Related Peptides Containing γ-(aza)Aryls

Zong-Ci Liu, Wen-Jun Yue and Liang Yin

J. Org. Chem., 2022, 87, 399
DOI: 10.1021/acs.joc.1c02426

N-terminal dual functionalization of proteins via copper-mediated [3 + 2] cycloaddition of triazolecarbaldehyde with maleimide

Yan Zhang, Kosuke Odani and Akira Onoda

Chemistry Letters, 2025, 54
DOI: 10.1093/chemle/upaf221

Zinc‐Catalyzed Enantioselective [3+2] Cycloaddition of Azomethine Ylides Using Planar Chiral [2.2]Paracyclophane‐Imidazoline N,O‐ligands

Sundaravel Vivek Kumar and Patrick J. Guiry

Angewandte Chemie, 2022, 134
DOI: 10.1002/ange.202205516

Catalytic Asymmetric Reactions with N-Metallated Azomethine Ylides

Liang Wei, Xin Chang and Chun-Jiang Wang

Acc. Chem. Res., 2020, 53, 1084
DOI: 10.1021/acs.accounts.0c00113

Chiral Phosphoric Acid Catalyzed Asymmetric Cycloadditions: from Alkenes to Alkynes

Liu-Yang Wang, Lan Yang, Jie Chen and Ling Zhou

Synlett, 2023, 34, 1200
DOI: 10.1055/a-2003-2276

Asymmetric Relay Catalysis Enables Unreactive Allylic Alcohols to Participate in 1,3-Dipolar Cycloaddition of Azomethine Ylides

Xiang Cheng, Cong Fu, Bo-Bin Chen, Xin Chang, Xiu-Qin Dong and Chun-Jiang Wang

J. Am. Chem. Soc., 2025, 147, 5014
DOI: 10.1021/jacs.4c14761

Silver‐Catalyzed Diastereoselective Synthesis of Spirocyclic Pyrrolidine‐Lactones by 1,3‐Dipolar Cycloaddition

Eduardo García‐Mingüens, Oľga Caletková, Dušan Berkeš, Carmen Nájera and José M. Sansano

Eur J Org Chem, 2020, 2020, 5563
DOI: 10.1002/ejoc.202000915

Iridium-Catalyzed Asymmetric Cascade Allylation/Pictet–Spengler Cyclization Reaction for the Enantioselective Synthesis of 1,3,4-Trisubstituted Tetrahydroisoquinolines

Wu-Lin Yang, Tian-Tian Liu, Tao Ni, Bin Zhu, Xiaoyan Luo and Wei-Ping Deng

Org. Lett., 2021, 23, 2790
DOI: 10.1021/acs.orglett.1c00709

Atroposelective Synthesis of Axially Chiral Naphthylpyrroles by a Catalytic Asymmetric 1,3-Dipolar Cycloaddition/Aromatization Sequence

Ian Maclean, Enrique Gallent, Oscar Orozco, Alba Molina, Nuria Rodríguez, Javier Adrio and Juan C. Carretero

Org. Lett., 2024, 26, 922
DOI: 10.1021/acs.orglett.3c04261

Enantioselective C–H Amination Catalyzed by Nickel Iminyl Complexes Supported by Anionic Bisoxazoline (BOX) Ligands

Yuyang Dong, Colton J. Lund, Gerard J. Porter, Ryan M. Clarke, Shao-Liang Zheng, Thomas R. Cundari and Theodore A. Betley

J. Am. Chem. Soc., 2021, 143, 817
DOI: 10.1021/jacs.0c09839

Synthesis of N-Methylspiropyrrolidine Hybrids for Their Structural Characterization, Biological and Molecular Docking Studies

Mohammad Asad, Muhammad Nadeem Arshad, Abdullah M. Asiri, T.N. Mohammed Musthafa, Salman A. Khan, Mohd Rehan and Mohammad Oves

Polycyclic Aromatic Compounds, 2023, 43, 2430
DOI: 10.1080/10406638.2022.2045330

Phosphine Catalyzed Michael-Type Additions: The Synthesis of Glutamic Acid Derivatives from Arylidene-α-amino Esters

Lesly V. Rodríguez-Flórez, María González-Marcos, Eduardo García-Mingüens, María de Gracia Retamosa, Misa Kawase, Elisabet Selva and José M. Sansano

Molecules, 2024, 29, 342
DOI: 10.3390/molecules29020342

Enhancing the Efficacy of Chiral Ligands and Catalysts: Siloxane-Substituted Oxazoline Ferrocenes as Next-Generation Candidates

Li Dai, Li Zhao, Di Xu, Chen Yang and Xin-Kuan Zhang

Molecules, 2024, 29, 968
DOI: 10.3390/molecules29050968

Organocatalytic Enantioselective [8+4] Cycloadditions of Isobenzofulvenes for the Construction of Bicyclo[4.2.1]nonanes

Jianhong Zhao, Xing Zheng, Yan‐Shan Gao, Jia Mao, Shu‐Xiao Wu, Wu‐Lin Yang, Xiaoyan Luo and Wei‐Ping Deng

Chin. J. Chem., 2021, 39, 3219
DOI: 10.1002/cjoc.202100250

Dipolarophile‐Steered Formal Stereodivergent Synthesis of 2,5‐cis/trans‐Pyrrolidines Based on Asymmetric 1,3‐Dipolar Cycloaddition of Imino Lactones

Shohei Furuya, Kenji Muroi, Kazuya Kanemoto and Shin‐ichi Fukuzawa

Chemistry A European J, 2023, 29
DOI: 10.1002/chem.202302609

Synergistic Catalysis with Azomethine Ylides

Liang Wei and Chun‐Jiang Wang

Chin. J. Chem., 2021, 39, 15
DOI: 10.1002/cjoc.202000380

Ag‐Catalyzed Asymmetric 1,3‐Dipolar Cycloaddition of N‐2,2,2‐Trifluoroethylisatin Ketimines with Conjugated Exocyclic Double Bonds: Access to Pyrrolidines with Four Consecutive Stereocenters Including Two Adjacent Spiro‐Quaternary Centers

Ji‐Hong Liu, Yan‐Ping Zhang, Zhen‐Hua Wang, Ji‐Hong Lu, Lei Yang, Yong You, Jian‐Qiang Zhao, Ming‐Qiang Zhou and Wei‐Cheng Yuan

Adv Synth Catal, 2024, 366, 5020
DOI: 10.1002/adsc.202400763

Unveiling the high regioselectivity and stereoselectivity within the synthesis of spirooxindolenitropyrrolidine: A molecular electron density theory perspective

Nivedita Acharjee, Haydar A. Mohammad‐Salim, Mrinmoy Chakraborty, Madhuri P. Rao and Madhu Ganesh

J of Physical Organic Chem, 2021, 34
DOI: 10.1002/poc.4189

Structure-activity relationship (SAR) and antibacterial activity of pyrrolidine based hybrids: A review

Aeyaz Ahmad Bhat, Nitin Tandon, Iqubal Singh and Runjhun Tandon

Journal of Molecular Structure, 2023, 1283, 135175
DOI: 10.1016/j.molstruc.2023.135175

Reflexive Chirality Transfer (RCT): Asymmetric 1,3-Dipolar Cycloaddition of α-Amino Acid Schiff Base with Nonchiral Copper Catalyst

Kazuhiro Morisaki, Yuto Furuki, Rento Kousaka, Serika Nagai, Yoshihiro Oonishi and Yoshihiro Sato

J. Am. Chem. Soc., 2025, 147, 12740
DOI: 10.1021/jacs.5c00965

Electrochemically Promoted Aminothiocyanation of Unactivated Alkenes for the Synthesis of Thiocyanated Pyrrolidines

Runzhao Shi, Li Wang, Laizheng Luo, Jinwei Zhang, Xuxiang Gao and Weisi Guo

Eur J Org Chem, 2025, 28
DOI: 10.1002/ejoc.202500895

Asymmetric Cross [10+2] Cycloadditions of 2‐Alkylidene‐1‐indanones and Activated Alkenes under Phase‐Transfer Catalysis

Yang Yang, Ying Jiang, Wei Du and Ying‐Chun Chen

Chemistry A European J, 2020, 26, 1754
DOI: 10.1002/chem.201904930

Pyrrolidine in Drug Discovery: A Versatile Scaffold for Novel Biologically Active Compounds

Giovanna Li Petri, Maria Valeria Raimondi, Virginia Spanò, Ralph Holl, Paola Barraja and Alessandra Montalbano

Top Curr Chem (Z), 2021, 379
DOI: 10.1007/s41061-021-00347-5

NHC-catalysed retro-aldol/aldol cascade reaction enabling solvent-controlled stereodivergent synthesis of spirooxindoles

Haijun Leng, Qian Zhao, Qing Mao, Shuaijiang Liu, Menglan Luo, Rui Qin, Wei Huang and Gu Zhan

Chinese Chemical Letters, 2021, 32, 2567
DOI: 10.1016/j.cclet.2021.03.009

Combination of Pseudo‐Natural Product Design and Formal Natural Product Ring Distortion Yields Stereochemically and Biologically Diverse Pseudo‐Sesquiterpenoid Alkaloids

Jie Liu, Jana Flegel, Felix Otte, Axel Pahl, Sonja Sievers, Carsten Strohmann and Herbert Waldmann

Angew Chem Int Ed, 2021, 60, 21384
DOI: 10.1002/anie.202106654

Predicting Absolute Rate Constants for Huisgen Reactions of Unsaturated Iminium Ions with Diazoalkanes

Jingjing Zhang, Quan Chen, Robert J. Mayer, Jin‐Dong Yang, Armin R. Ofial, Jin‐Pei Cheng and Herbert Mayr

Angew Chem Int Ed, 2020, 59, 12527
DOI: 10.1002/anie.202003029

Die Huisgen‐Reaktion: Meilensteine der 1,3‐dipolaren Cycloaddition

Martin Breugst and Hans‐Ulrich Reißig

Angewandte Chemie, 2020, 132, 12389
DOI: 10.1002/ange.202003115

One‐Step Maleimide‐Based Dual Functionalization of Protein N‐Termini

Kengo Hanaya, Kazuaki Taguchi, Yuki Wada and Masaki Kawano

Angewandte Chemie, 2025, 137
DOI: 10.1002/ange.202417134

Steuerbare endo/exo‐Selektivität in direkten katalytisch‐ asymmetrischen 1,3‐dipolaren Cycloadditionen mit polyfunktionellen Lewis‐Säure‐/Azolium‐Aryloxid‐Katalysatoren

Adrian Bürstner, Patrick M. Becker, Alexander Allgaier, Lucca Pfitzer, Daniel M. Wanner, Johanna Dollinger, Felix Willig, Justin Herrmann, Vukoslava Miskov‐Pajic, Andreas C. Hans, Wolfgang Frey, Joris van Slageren, Johannes Kästner and René Peters

Angewandte Chemie, 2025, 137
DOI: 10.1002/ange.202508024

Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5-(Trifluoromethyl)imidazoles

Hefei Yang, Shu-Ning Lu, Zhengkai Chen and Xiao-Feng Wu

J. Org. Chem., 2021, 86, 4361
DOI: 10.1021/acs.joc.1c00131

Stereodivergent Synthesis of Enantioenriched γ‐Butyrolactones Bearing Two Vicinal Stereocenters Enabled by Synergistic Copper and Iridium Catalysis

Lu Xiao, Liang Wei and Chun‐Jiang Wang

Angew Chem Int Ed, 2021, 60, 24930
DOI: 10.1002/anie.202107418

One‐pot three‐component 1,3‐dipolar cycloaddition of azomethineylides to nitrofuran containing acetylenic ketones and molecular docking studies of the cycloadducts

Anish Kumar Kadambar, Balakrishna Kalluraya and S. Madan Kumar

Journal of Heterocyclic Chem, 2020, 57, 3845
DOI: 10.1002/jhet.4067

Asymmetric Synthesis of Multi‐substituted Prolines via a Catalytic 1,3‐Dipolar Cycloaddition Using a Monocationic ZnIIOAc Complex of a Chiral Bisamidine Ligand, Naph‐diPIM‐dioxo‐R

I. N. Chaithanya Kiran, Kazuki Fujita, Shinji Tanaka and Masato Kitamura

ChemCatChem, 2020, 12, 5613
DOI: 10.1002/cctc.202001202

Solvent‐ and Temperature‐Switched Chemoselectivity: Controlled Synthesis of Diverse Pyrazolo[5,1‐a]isoquinolines

Chunmei Li, Meng Xu, Chen Wang, Furen Zhang and Zhenlu Shen

Adv Synth Catal, 2025, 367
DOI: 10.1002/adsc.202400993

Concise Total Synthesis of (−)‐Quinocarcin Enabled by Catalytic Enantioselective Reductive 1,3‐Dipolar Cycloaddition of Secondary Amides

Kan‐Lei Ji, Shu‐Fan He, Dong‐Dong Xu, Wen‐Xin He, Jian‐Feng Zheng and Pei‐Qiang Huang

Angew Chem Int Ed, 2023, 62
DOI: 10.1002/anie.202302832

Base‐Promoted [3+3]‐Cycloaddition of γ‐Hydroxy‐α,β‐unsaturated Carbonyls with N,N′‐Cyclic Azomethine Imines for Synthesizing Bicyclic Oxadiazines

Sung Hyun Kang, Byung Jun Park and Sung‐Gon Kim

Eur J Org Chem, 2022, 2022
DOI: 10.1002/ejoc.202200867

PhI(OAc)2‐Mediated One‐Pot Oxidative [3+2] Cycloaddition/ Heterocyclization Reactions of Aldoximes with N‐Arylmaleimides: A Facile Access to N‐Substituted Pyrrolo‐Isoxazoles

Deepti Gairola, Mohammad Saim Raza, Km Roshani and Rama Krishna Peddinti

ChemistrySelect, 2023, 8
DOI: 10.1002/slct.202205035

Chiral-Boron Complex-Catalyzed Asymmetric [3 + 2] Cycloaddition of 2′-Hydroxychalcones with N-2,2,2-Trifluoroethylisatin Ketimines

Guo-Li Chai, Xiao Wang, Wei-Yu Huang, Ya-Jing Hou and Junbiao Chang

J. Org. Chem., 2024, 89, 11607
DOI: 10.1021/acs.joc.4c01319

Stereodivergent Synthesis of Enantioenriched γ-Butyrolactones Bearing Two Vicinal Stereocenters Enabled by Synergistic Dual Metal Catalysis

Ming-Hua Xu

Chinese Journal of Organic Chemistry, 2021, 41, 4834
DOI: 10.6023/cjoc202100092

One‐Step Maleimide‐Based Dual Functionalization of Protein N‐Termini

Kengo Hanaya, Kazuaki Taguchi, Yuki Wada and Masaki Kawano

Angew Chem Int Ed, 2025, 64
DOI: 10.1002/anie.202417134

N-tert-Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles

Joseane A Mendes, Paulo R R Costa, Miguel Yus, Francisco Foubelo and Camilla D Buarque

Beilstein J. Org. Chem., 2021, 17, 1096
DOI: 10.3762/bjoc.17.86

E/Z Photoisomerization of Olefins as an Emergent Strategy for the Control of Stereodivergence in Catalysis

Javier Corpas, Pablo Mauleón, Ramón Gómez Arrayás and Juan C. Carretero

Adv Synth Catal, 2022, 364, 1348
DOI: 10.1002/adsc.202200199

Reactivity and Selectivity of the Diels–Alder Reaction of Anthracene in [Pd6L4]12+ Supramolecular Cages: A Computational Study

Xin-Rui Mao, Qian Wang, Shu-Ping Zhuo and Li-Ping Xu

Inorg. Chem., 2023, 62, 4330
DOI: 10.1021/acs.inorgchem.3c00005

Tunable Endo/Exo Selectivity in Direct Catalytic Asymmetric 1,3‐Dipolar Cycloadditions with Polyfunctional Lewis Acid / Azolium–Aryloxide Catalysts

Adrian Bürstner, Patrick M. Becker, Alexander Allgaier, Lucca Pfitzer, Daniel M. Wanner, Johanna Dollinger, Felix Willig, Justin Herrmann, Vukoslava Miskov‐Pajic, Andreas C. Hans, Wolfgang Frey, Joris van Slageren, Johannes Kästner and René Peters

Angew Chem Int Ed, 2025, 64
DOI: 10.1002/anie.202508024

Chemodivergent 1,3-Dipolar Cycloadditions of C,N-Cyclic Azomethine Imines with γ-Sulfonamido-α,β-Unsaturated Ketones to Synthesize Tricyclic Dinitrogen-Fused Heterocycles

Jaeeun No, Young Jae Yun and Sung-Gon Kim

J. Org. Chem., 2023, 88, 1772
DOI: 10.1021/acs.joc.2c02949

Regio- and stereoselective synthesis of dispiropyrrolizidines through 1,3-dipolar cycloaddition reaction: Inhibition of KRAS expression

Hooi Xian Lee, Wai Ming Li, Chee Wei Ang, Kerry Reimer, Victor Liu, Brian O. Patrick, Keng Yoon Yeong and Chow H. Lee

Journal of Molecular Structure, 2022, 1263, 133177
DOI: 10.1016/j.molstruc.2022.133177