Enantioselective cross-dehydrogenative coupling enabled by organocatalysis

Quanbin Jiang, Jie Luo and Xiaodan Zhao

Green Chem., 2024, 26, 1846
DOI: 10.1039/D3GC04154A

Organocatalytic enantioselective reactions involving prochiral carbocationic intermediates

Chuan-Wen Lei, Bo-Shuai Mu, Feng Zhou, Jin-Sheng Yu, Ying Zhou and Jian Zhou

Chem. Commun., 2021, 57, 9178
DOI: 10.1039/D1CC03506A

Modular dehydrogenative cross-nucleophile coupling for direct construction of tetrasubstituted carbons

Peng Wang, Qiang Wang, Meng Wang, Liang Wang, Lubin Xu, Xiong-Li Liu, Fangzhi Hu and Shuai-Shuai Li

Org. Chem. Front., 2025, 12, 448
DOI: 10.1039/D4QO01641F

Cross-dehydrogenative coupling: a sustainable reaction for C–C bond formations

Tian Tian, Zhiping Li and Chao-Jun Li

Green Chem., 2021, 23, 6789
DOI: 10.1039/D1GC01871J

DMSO/tBuONa/O2-mediated efficient syntheses of diverse quinoxalines through α-imino radicals

Chihong Zhang, Zhen Zhang, Deliang Wang, Wenkun Wang, Bo Jin, Tao Wen, Lihua Ye, Zhong-Ning Chen and Hu Cai

Chem. Commun., 2023, 59, 5217
DOI: 10.1039/D3CC00086A

Brønsted Acid‐Catalyzed Intramolecular α‐Arylation of Ketones with Phenolic Nucleophiles via Oxy‐Allyl Cation Intermediates

Yusuke Aota, Yuki Doko, Taichi Kano and Keiji Maruoka

Eur J Org Chem, 2020, 2020, 1907
DOI: 10.1002/ejoc.202000169

Enantioselective Catalytic Aldehyde α‐Alkylation/Semipinacol Rearrangement: Construction of α‐Quaternary‐δ‐Carbonyl Cycloketones and Total Synthesis of (+)‐Cerapicol

Jie Yang, Xiao‐Ming Zhang, Fu‐Min Zhang, Shao‐Hua Wang, Yong‐Qiang Tu, Zhen Li, Xi‐Chao Wang and Hong Wang

Angewandte Chemie, 2020, 132, 8549
DOI: 10.1002/ange.202001100

Enantioselective Radical Reactions Using Chiral Catalysts

Shovan Mondal, Frédéric Dumur, Didier Gigmes, Mukund P. Sibi, Michèle P. Bertrand and Malek Nechab

Chem. Rev., 2022, 122, 5842
DOI: 10.1021/acs.chemrev.1c00582

Umpolung Strategy for α‐Functionalization of Aldehydes for the Addition of Thiols and other Nucleophiles

Jakob Blom, Gabriel J. Reyes‐Rodríguez, Henriette N. Tobiesen, Johannes N. Lamhauge, Marc V. Iversen, Casper L. Barløse, Niels Hammer, Matilde Rusbjerg and Karl Anker Jørgensen

Angewandte Chemie, 2019, 131, 18020
DOI: 10.1002/ange.201911793

Enantioselective α‐Etherification of Branched Aldehydes via an Oxidative Umpolung Strategy

Johannes N. Lamhauge, Vasco Corti, Yidong Liu and Karl Anker Jørgensen

Angewandte Chemie, 2021, 133, 18876
DOI: 10.1002/ange.202105721

Catalytic Aerobic Cross-Dehydrogenative Coupling of Azlactones en Route to α,α-Disubstituted α-Amino Acids

Taro Tsuji, Takafumi Tanaka, Tsukushi Tanaka, Ryo Yazaki and Takashi Ohshima

Org. Lett., 2020, 22, 4164
DOI: 10.1021/acs.orglett.0c01248

Enantioselective α‐Etherification of Branched Aldehydes via an Oxidative Umpolung Strategy

Johannes N. Lamhauge, Vasco Corti, Yidong Liu and Karl Anker Jørgensen

Angew Chem Int Ed, 2021, 60, 18728
DOI: 10.1002/anie.202105721

Organocatalyzed Cross-Nucleophile Couplings: Umpolung of Catalytic Enamines

Nomaan M. Rezayee, Johannes N. Lamhauge and Karl Anker Jørgensen

Acc. Chem. Res., 2022, 55, 1703
DOI: 10.1021/acs.accounts.2c00149

A One-Pot Route to Indole-3-acetaldehydes, Tryptophols, and Tryptamine-Based Alkaloids from Indoles

Susanta Bhunia, Ankush Banerjee, Minakshi Ghosh and Modhu Sudan Maji

J. Org. Chem., 2025, 90, 15903
DOI: 10.1021/acs.joc.5c02386

Metal-free, Oxidative α-Coupling of Aldehydes with Amine Nucleophiles for the Preparation of Congested C(sp3)–N Bonds

Nomaan M. Rezayee, Matilde Rusbjerg, Maximilian Marx, Sif T. Linde and Karl Anker Jørgensen

J. Org. Chem., 2022, 87, 1756
DOI: 10.1021/acs.joc.1c01937

Advancements in organocatalysis for radical-mediated asymmetric synthesis: A recent perspective

Fuxing Yang, Tao Huang, Yu-Mei Lin and Lei Gong

Chem Catalysis, 2024, 4, 100812
DOI: 10.1016/j.checat.2023.100812

Liquid‐Assisted Grinding Mechanochemistry in the Synthesis of Pharmaceuticals

Ping Ying, Jingbo Yu and Weike Su

Adv Synth Catal, 2021, 363, 1246
DOI: 10.1002/adsc.202001245

CuCl2‐Mediated Oxidative Intramolecular α‐Arylation of Ketones with Phenolic Nucleophiles via Oxy‐Allyl Cation Intermediates

Takuto Mochimatsu, Yusuke Aota, Taichi Kano and Keiji Maruoka

Chemistry An Asian Journal, 2020, 15, 3816
DOI: 10.1002/asia.202001032

Chiral Primary Amine Catalyzed Enantioselective Tandem Reactions Based on Heyns Rearrangement: Synthesis of α-Tertiary Amino Ketones

Xiao-kang Nie, Yue Chen, Shi-qi Zhang, Xin Cui, Zhuo Tang and Guang-xun Li

Org. Lett., 2022, 24, 2069
DOI: 10.1021/acs.orglett.2c00724

Cu(OAc)2-Promoted Oxidative Cross-Dehydrogenative Coupling Reaction of α-Acylmethyl Malonates with Indole Derivatives to Access 3-Functionalized Indoles and Polycyclic Indoles

Li-Jin Zhou, Kun Wang, Hong-Rong Guan, An-Qi Zheng, Hai-Tao Yang and Chun-Bao Miao

J. Org. Chem., 2020, 85, 7925
DOI: 10.1021/acs.joc.0c00624

Metal‐free Cross‐Dehydrogenative Coupling for α‐Arylation of 3‐Aryloxindoles

Fangzhi Hu, Peng Wang, Jiawei Li, Fengying Dong, Long Yi Jin and Shuai‐Shuai Li

Chemistry An Asian Journal, 2025, 20
DOI: 10.1002/asia.202500001

Dynamic Kinetic Asymmetric Hydroacylation: Racemization by Soft Enolization

Mengfei Xu, Stephanie A. Corio, Josephine M. Warnica, Erin L. Kuker, Alexander Lu, Jennifer S. Hirschi and Vy M. Dong

J. Am. Chem. Soc., 2025, 147, 16270
DOI: 10.1021/jacs.5c01753

Enantioselective Catalytic Aldehyde α‐Alkylation/Semipinacol Rearrangement: Construction of α‐Quaternary‐δ‐Carbonyl Cycloketones and Total Synthesis of (+)‐Cerapicol

Jie Yang, Xiao‐Ming Zhang, Fu‐Min Zhang, Shao‐Hua Wang, Yong‐Qiang Tu, Zhen Li, Xi‐Chao Wang and Hong Wang

Angew Chem Int Ed, 2020, 59, 8471
DOI: 10.1002/anie.202001100

New Trends in Enantioselective Cross-Dehydrogenative Coupling

Ana Maria Faisca Phillips, Maria de Fátima C. Guedes da Silva and Armando J. L. Pombeiro

Catalysts, 2020, 10, 529
DOI: 10.3390/catal10050529

Heuristic data-driven approach for synergistic cobalt(IV)–enamine catalysis

Liang Cheng, Zhenzhi Tan, Zongbin Jia, Qifeng Lin, Qi Yang and Sanzhong Luo

Nat. Synth, 2025, 5, 455
DOI: 10.1038/s44160-025-00944-y

Asymmetric Three-Component Reaction to Assemble the Acyclic All-Carbon Quaternary Stereocenter via Visible Light and Phosphoric Acid Catalysis

Zong-Wang Qiu, Liang Long, Zhi-Qiang Zhu, Hong-Fu Liu, Han-Peng Pan, Ai-Jun Ma, Jin-Bao Peng, Yong-Heng Wang, Hao Gao and Xiang-Zhi Zhang

ACS Catal., 2022, 12, 13282
DOI: 10.1021/acscatal.2c03879

Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes

Henriette N. Tobiesen, Lars A. Leth, Marc V. Iversen, Line Næsborg, Søren Bertelsen and Karl Anker Jørgensen

Angewandte Chemie, 2020, 132, 18648
DOI: 10.1002/ange.202008513

Catalytic Asymmetric α-Functionalization of α-Branched Aldehydes

Silvia Vera, Aitor Landa, Antonia Mielgo, Iñaki Ganboa, Mikel Oiarbide and Vadim Soloshonok

Molecules, 2023, 28, 2694
DOI: 10.3390/molecules28062694

Umpolung Strategy for α‐Functionalization of Aldehydes for the Addition of Thiols and other Nucleophiles

Jakob Blom, Gabriel J. Reyes‐Rodríguez, Henriette N. Tobiesen, Johannes N. Lamhauge, Marc V. Iversen, Casper L. Barløse, Niels Hammer, Matilde Rusbjerg and Karl Anker Jørgensen

Angew Chem Int Ed, 2019, 58, 17856
DOI: 10.1002/anie.201911793

An Asymmetric SN2 Dynamic Kinetic Resolution

Nomaan M. Rezayee, Valdemar J. Enemærke, Sif T. Linde, Johannes N. Lamhauge, Gabriel J. Reyes-Rodríguez, Karl Anker Jørgensen, Chenxi Lu and K. N. Houk

J. Am. Chem. Soc., 2021, 143, 7509
DOI: 10.1021/jacs.1c02193

Investigation of the Organocatalytic Chlorination of 2‐Phenylpropanal

Lisa‐Marie Mohr, Christina H. McCulley, Jakob Blom, Johannes N. Lamhauge and Karl Anker Jørgensen

Chemistry A European J, 2021, 27, 17465
DOI: 10.1002/chem.202103376

Visible-light-induced direct C–N coupling of benzofurans and thiophenes with diarylsulfonimides promoted by DDQ and TBN

Zhiyuan Liu, Wenliang Wu, Jiangyu Yang, Meichao Li, Xinquan Hu, Baoxiang Hu, Liqun Jin, Nan Sun and Zhenlu Shen

Tetrahedron, 2022, 119, 132853
DOI: 10.1016/j.tet.2022.132853

Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes

Henriette N. Tobiesen, Lars A. Leth, Marc V. Iversen, Line Næsborg, Søren Bertelsen and Karl Anker Jørgensen

Angew Chem Int Ed, 2020, 59, 18490
DOI: 10.1002/anie.202008513