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Themed collection 2016 Hot Articles in Organic and Biomolecular Chemistry

102 items - Showing page 1 of 2
Perspective

Zirconocene-assisted remote cleavage of C–C and C–O bonds: application to acyclic stereodefined metalated hydrocarbons

The molding of molecules through remote functionalisation has increasingly become popular as it provides original and flexible synthetic alternatives to classical retrosynthetic analysis.

Graphical abstract: Zirconocene-assisted remote cleavage of C–C and C–O bonds: application to acyclic stereodefined metalated hydrocarbons
Perspective

Rapid assembly of spirocycles with phenol-derived biaryls with alkynes using an oxidative C–H activation/dearomatization strategy

The synthesis of spirocyclohexadienones from phenol-derived biaryls was accomplished by using a transition-metal-catalyzed C–H activation/dearomatization strategy.

Graphical abstract: Rapid assembly of spirocycles with phenol-derived biaryls with alkynes using an oxidative C–H activation/dearomatization strategy
Open Access Perspective

The role of boronic acids in accelerating condensation reactions of α-effect amines with carbonyls

A broad palette of bioconjugation reactions are available for chemical biologists, but an area that still requires investigation is high-rate constant reactions. Here I examine recent studies describing boronic acid accelerated oxime condensations, with a particular emphasis on reports from my group.

Graphical abstract: The role of boronic acids in accelerating condensation reactions of α-effect amines with carbonyls
Perspective

Molecular dyad approaches to the detection and photosensitization of singlet oxygen for biological applications

Molecular dyads enable the sensitization and visualization of singlet oxygen in biological systems.

Graphical abstract: Molecular dyad approaches to the detection and photosensitization of singlet oxygen for biological applications
Perspective

Combination of organotrifluoroborates with photoredox catalysis marking a new phase in organic radical chemistry

Organotrifluoroborates can serve not only as radical precursors but also as radical acceptors by a well-designed photoredox system.

Graphical abstract: Combination of organotrifluoroborates with photoredox catalysis marking a new phase in organic radical chemistry
Perspective

Artificial supramolecular protein assemblies as functional high-order protein scaffolds

Artificial supramolecular protein assemblies can serve as novel high-order scaffolds that can display various functional proteins with defined valencies and organization, offering unprecedented functional bio-architectures.

Graphical abstract: Artificial supramolecular protein assemblies as functional high-order protein scaffolds
Perspective

Synthesis and reactivities of monofluoro acylboronates in chemoselective amide bond forming ligation with hydroxylamines

Synthesis and reactivities of monofluoroacylboronates are described in the context of bioorganic chemistry and chemical ligation.

Graphical abstract: Synthesis and reactivities of monofluoro acylboronates in chemoselective amide bond forming ligation with hydroxylamines
Open Access Review Article

Organelle-specific bioprobes based on fluorogens with aggregation-induced emission (AIE) characteristics

A number of aggregation-induced emission (AIE) probes with high photostability and specificity have been developed for organelle imaging and image-guided cancer cell ablation.

Graphical abstract: Organelle-specific bioprobes based on fluorogens with aggregation-induced emission (AIE) characteristics
Review Article

Silver & gold-catalyzed routes to furans and benzofurans

The synthesis of furans and benzofurans catalyzed by silver and gold is reviewed according to substrate type, with some emphasis on mechanistic aspects and comparative charts.

Graphical abstract: Silver & gold-catalyzed routes to furans and benzofurans
Review Article

Metatheases: artificial metalloproteins for olefin metathesis

Recent advance in the design of artificial metalloproteins for olefin metathesis is presented.

Graphical abstract: Metatheases: artificial metalloproteins for olefin metathesis
Review Article

Siderophores as molecular tools in medical and environmental applications

This review highlights the chemistry and biosynthesis of siderophores, as well as their diverse applications in the fields of medicine and agriculture.

Graphical abstract: Siderophores as molecular tools in medical and environmental applications
Open Access Review Article

Site-selective incorporation and ligation of protein aldehydes

The incorporation of aldehyde handles into proteins, and subsequent chemical reactions thereof, is rapidly proving to be an effective way of generating homogeneous, covalently linked protein constructs that can display a vast array of functionality.

Graphical abstract: Site-selective incorporation and ligation of protein aldehydes
Review Article

Recent advances in catalytic decarboxylative acylation reactions via a radical process

This review highlights the recent advances in radical decarboxylative cross-coupling reactions of α-keto acids which provide powerful tools for C–C and C–X bond formations.

Graphical abstract: Recent advances in catalytic decarboxylative acylation reactions via a radical process
Review Article

Modern advances in heterocyclic chemistry in drug discovery

New advances in functionalized heterocyclic chemistry are of critical importance to the medicinal chemist as it provides the ability to expand the available drug-like chemical space and drive more efficient delivery of drug discovery programs.

Graphical abstract: Modern advances in heterocyclic chemistry in drug discovery
Review Article

A strategy for the synthesis of hydrophobic proteins and glycoproteins

The hydrophobic glycoprotein was successfully synthesized by the reverse polarity protection strategy combined with the O-acylisopeptide method, which will be useful for the synthesis of various hydrophobic (glyco)proteins.

Graphical abstract: A strategy for the synthesis of hydrophobic proteins and glycoproteins
Review Article

Dual modification of biomolecules

From de novo approaches on oligonucleotides to the post-translational functionalisation of proteins, this review will highlight the main strategies to dually modify biological entities.

Graphical abstract: Dual modification of biomolecules
Open Access Review Article

Recent applications in natural product synthesis of dihydrofuran and -pyran formation by ring-closing alkene metathesis

Examples from 2003 to 2015 of ring-closing alkene metathesis (RCM) in the generation of dihydro-furans or -pyrans for natural product synthesis, are reviewed.

Graphical abstract: Recent applications in natural product synthesis of dihydrofuran and -pyran formation by ring-closing alkene metathesis
Review Article

Palladium catalysed meta-C–H functionalization reactions

The directing group assisted site selective C–H functionalization approach is having a continuous impact in the field of natural product synthesis, drug discovery and material sciences.

Graphical abstract: Palladium catalysed meta-C–H functionalization reactions
Review Article

A new generation of chiral phase-transfer catalysts

A new generation of chiral phase-transfer catalysts is summarized.

Graphical abstract: A new generation of chiral phase-transfer catalysts
Review Article

From glycals to aminosugars: a challenging test for new stereoselective aminohydroxylation and related methodologies

The most relevant methods to access 1-, 2-, 3-amino or 1,2-diaminosugars starting from unsaturated carbohydrates are concisely reviewed; the given examples illustrate the great challenges offered to several stereoselective strategies.

Graphical abstract: From glycals to aminosugars: a challenging test for new stereoselective aminohydroxylation and related methodologies
Review Article

Synthetic applications of pseudocyclic hypervalent iodine compounds

In this review the preparation and structural features of pseudocyclic iodine(III) and iodine(V) derivatives are discussed, and recent developments in their synthetic applications are summarized.

Graphical abstract: Synthetic applications of pseudocyclic hypervalent iodine compounds
Open Access Review Article

The application of design of experiments (DoE) reaction optimisation and solvent selection in the development of new synthetic chemistry

This article outlines the benefits of using ‘Design of Experiments’ (DoE) for optimisation and solvent selection during the development of new synthetic methodology.

Graphical abstract: The application of design of experiments (DoE) reaction optimisation and solvent selection in the development of new synthetic chemistry
Review Article

Asymmetric dearomatization of phenols

This review summarizes the recent advances in the field of asymmetric dearomatization of phenols and their applications in the total synthesis of some complex natural products.

Graphical abstract: Asymmetric dearomatization of phenols
Open Access Review Article

Transition-metal catalyzed valorization of lignin: the key to a sustainable carbon-neutral future

Recent advances in transition-metal catalyzed depolymerization of lignin to value-added products are discussed in this review.

Graphical abstract: Transition-metal catalyzed valorization of lignin: the key to a sustainable carbon-neutral future
Communication

Novel L-prolyl-L-leucylglycinamide (PLG) tripeptidomimetics based on a 2-azanorbornane scaffold as positive allosteric modulators of the D2R

Replacement of L-prolyl residue in the PLG sequence by an enantiopure (1R,3S,4S)-2-azanorbornane scaffold afforded active peptidomimetics compatible with suppression of the C-terminal carboxamide pharmacophore.

Graphical abstract: Novel l-prolyl-l-leucylglycinamide (PLG) tripeptidomimetics based on a 2-azanorbornane scaffold as positive allosteric modulators of the D2R
Communication

Total synthesis based on the originally claimed structure of mucosin

The first total synthesis aimed at the naturally occurring eicosanoid bicycle mucosin is reported. A practical synthesis has been devised giving full control of stereochemistry.

Graphical abstract: Total synthesis based on the originally claimed structure of mucosin
Communication

Highly efficient anion transport mediated by 1,3-bis(benzimidazol-2-yl)benzene derivatives bearing electron-withdrawing substituents

1,3-Bis(benzimidazol-2-yl)benzene derivatives bearing strong electron-withdrawing substituents were found to exhibit highly efficient anion transport.

Graphical abstract: Highly efficient anion transport mediated by 1,3-bis(benzimidazol-2-yl)benzene derivatives bearing electron-withdrawing substituents
Open Access Communication

Pd-catalyzed cascade allylic alkylation and dearomatization reactions of indoles with vinyloxirane

Pd-catalyzed cascade reactions provide rapid construction of structurally diverse tetrahydrocarboline and spiroindolenine derivatives.

Graphical abstract: Pd-catalyzed cascade allylic alkylation and dearomatization reactions of indoles with vinyloxirane
Communication

Light-driven electron injection from a biotinylated triarylamine donor to [Ru(diimine)3]2+-labeled streptavidin

A dyad of covalently anchored [Ru(diimine)3]2+ and a biotinylated triarylamine for the photogeneration of a charge-separated species within streptavidin.

Graphical abstract: Light-driven electron injection from a biotinylated triarylamine donor to [Ru(diimine)3]2+-labeled streptavidin
Communication

The study of the paranemic crossover (PX) motif in the context of self-assembly of DNA 2D crystals

The DNA paranemic crossover (PX) motif has been examined as building blocks for construction of DNA 2D arrays and the optimal design has been discovered.

Graphical abstract: The study of the paranemic crossover (PX) motif in the context of self-assembly of DNA 2D crystals
Communication

Efficient synthesis of fluorescent alkynyl C-nucleosides via Sonogashira coupling for the preparation of DNA-based polyfluorophores

A general synthetic route for the facile preparation of nucleosides with varied fluorophores replacing a DNA base is presented.

Graphical abstract: Efficient synthesis of fluorescent alkynyl C-nucleosides via Sonogashira coupling for the preparation of DNA-based polyfluorophores
Communication

Synthesis and regioselective functionalization of perhalogenated BODIPYs

We report the synthesis of perhalogenated BODIPYs and investigate the regioselective functionalization of a perhalogenated BODIPY using Pd(0)-catalyzed Stille cross-coupling reactions. Further reaction at the boron atom produces nona-functionalized BODIPYs.

Graphical abstract: Synthesis and regioselective functionalization of perhalogenated BODIPYs
Communication

Synthesis of annulated pyridines as inhibitors of aldosterone synthase (CYP11B2)

A series of potent and selective aldosterone synthase (CYP11B2) inhibitors were prepared in one step through an intermolecular Kondrat'eva reaction.

Graphical abstract: Synthesis of annulated pyridines as inhibitors of aldosterone synthase (CYP11B2)
Communication

Cs2CO3 as a source of carbonyl and ethereal oxygen in a Cu-catalysed cascade synthesis of benzofuran [3,2-c] quinolin-6[5-H]ones

Simultaneous construction of C–C, C–O, and C–N bonds utilizing Cs2CO3 as a source of carbonyl (CO) and ethereal oxygen and a cascade synthesis of benzofuro[3,2-c]quinolin-6(5H)-one are achieved using a combination of Cu(OAc)2 and Ag2CO3.

Graphical abstract: Cs2CO3 as a source of carbonyl and ethereal oxygen in a Cu-catalysed cascade synthesis of benzofuran [3,2-c] quinolin-6[5-H]ones
Open Access Communication

Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins

A simple synthesis of primary bromides from alkenes using HBr in AcOH and atmospheric oxygen as a radical initiator.

Graphical abstract: Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins
Communication

Mechanistic studies on intramolecular C–H trifluoromethoxylation of (hetero)arenes via OCF3-migration

Intramolecular C–H trifluoromethoxylation of arenes and heteroarenes proceeds through a reaction mechanism of radical O-trifluoromethoxylation and ionic OCF3-migration.

Graphical abstract: Mechanistic studies on intramolecular C–H trifluoromethoxylation of (hetero)arenes via OCF3-migration
Communication

A highly enantioselective Hg(II)-catalyzed Sakurai–Hosomi reaction of isatins with allyltrimethylsilanes

A chiral complex derived from (S)-difluorophos and Hg(OTf)2 is identified as a powerful catalyst for the Sakurai–Hosomi reaction of isatins with allyltrimethylsilane, allowing the facile synthesis of valuable building blocks 3-allyl-3-hydroxyoxindoles in up to 97% ee, with only 0.5–1.0 mol% of catalyst loading.

Graphical abstract: A highly enantioselective Hg(ii)-catalyzed Sakurai–Hosomi reaction of isatins with allyltrimethylsilanes
Communication

Copper-catalyzed electrophilic amination using N-methoxyamines

Copper-catalyzed electrophilic amination using functionalized N-methoxyamines, prepared by nucleophilic addition to N-methoxyamides, is reported.

Graphical abstract: Copper-catalyzed electrophilic amination using N-methoxyamines
Communication

anti-Selective aminofluorination of alkenes with amidines mediated by hypervalent iodine(III) reagents

anti-Aminofluorination of alkenes with amidines was enabled by hypervalent iodine(III) reagents, affording 4-fluoroalkyl-2-imidazolines. Further reductive ring-opening of the 2-imidazoline moiety could deliver highly functionalized 3-fluoropropane-1,2-diamine derivatives.

Graphical abstract: anti-Selective aminofluorination of alkenes with amidines mediated by hypervalent iodine(iii) reagents
Communication

Directing activator-assisted regio- and oxidation state-selective aerobic oxidation of secondary C(sp3)–H bonds in aliphatic alcohols

In the presence of NOx species, a regio- and oxidation state-selective aerobic methylene C(sp3)–H oxidation was realized through a directing activator (DA) strategy.

Graphical abstract: Directing activator-assisted regio- and oxidation state-selective aerobic oxidation of secondary C(sp3)–H bonds in aliphatic alcohols
Communication

A highly stable and versatile heterobifunctional fluoroalkylation reagent for preparation of fluorinated organic compounds

A highly stable heterobifunctional fluoroalkylation reagent, 1-azido-2-chloro-1,1,2-trifluoro-2-iodoethane (ACTI) has been prepared and investigated systematically.

Graphical abstract: A highly stable and versatile heterobifunctional fluoroalkylation reagent for preparation of fluorinated organic compounds
Open Access Communication

The total synthesis and functional evaluation of fourteen stereoisomers of yaku'amide B. The importance of stereochemistry for hydrophobicity and cytotoxicity

Yaku'amide B is a highly unsaturated linear tridecapeptide and an extremely potent cytotoxin.

Graphical abstract: The total synthesis and functional evaluation of fourteen stereoisomers of yaku'amide B. The importance of stereochemistry for hydrophobicity and cytotoxicity
Open Access Communication

Rapid access to unsymmetrical tolanes and alkynones by sequentially palladium-catalyzed one-pot processes

Alkynones and unsymmetrically substituted tolanes can be synthesized via consecutive three-component Kumada–(Negishi)–Sonogashira bisalkynylation sequences in good to excellent yields.

Graphical abstract: Rapid access to unsymmetrical tolanes and alkynones by sequentially palladium-catalyzed one-pot processes
Communication

A perfluoroaromatic abiotic analog of H2 relaxin enabled by rapid flow-based peptide synthesis

We report on the rapid-flow based synthesis and functional characterization of a H2 relaxin analog that takes advantage of perfluoroarylation-cysteine SNAr chemistry for a disulfide replacement strategy.

Graphical abstract: A perfluoroaromatic abiotic analog of H2 relaxin enabled by rapid flow-based peptide synthesis
Communication

Identification of an active metabolite of PAR-1 antagonist RWJ-58259 and synthesis of analogues to enhance its metabolic stability

Understanding the pharmacokinetic behaviour of PAR-1 antagonist RWJ-58259 and the synthesis of analogues to enhance metabolic stability.

Graphical abstract: Identification of an active metabolite of PAR-1 antagonist RWJ-58259 and synthesis of analogues to enhance its metabolic stability
Communication

A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups

A synergistic effect of BF3·Et2O, hexafluoroisopropanol and triethylsilane led to efficient detritylation of nucleoside, monosaccharide and amino acid derivatives.

Graphical abstract: A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups
Communication

Hybrid phase ligation for efficient synthesis of histone proteins

We report a hybrid solid-solution phase ligation approach that combines the efficiency of solid phase ligation with solution phase ligation in the total synthesis of modified histone proteins.

Graphical abstract: Hybrid phase ligation for efficient synthesis of histone proteins
Open Access Communication

Synthesis and evaluation of a desymmetrised synthetic lectin: an approach to carbohydrate receptors with improved versatility

A new design for carbohydrate receptors features unmatched apolar surfaces, and could lead to selectivities for a broader range of substrates.

Graphical abstract: Synthesis and evaluation of a desymmetrised synthetic lectin: an approach to carbohydrate receptors with improved versatility
Open Access Communication

Synthesis of novel pyrophosphorothiolate-linked dinucleoside cap analogues in a ball mill

Exploiting the rapid kinetics and low solvent requirements of mechanochemically-activated reactions, the instability of phosphorothiolate monoesters was bypassed enabling one-pot hydrolytic desilylation and phosphate coupling to be achieved in a ball mill.

Graphical abstract: Synthesis of novel pyrophosphorothiolate-linked dinucleoside cap analogues in a ball mill
Open Access Communication

Safe generation and use of bromine azide under continuous flow conditions – selective 1,2-bromoazidation of olefins

Hazardous bromine azide (BrN3) can be safely generated and reacted with olefins in a continuous flow reactor under irradiation with light.

Graphical abstract: Safe generation and use of bromine azide under continuous flow conditions – selective 1,2-bromoazidation of olefins
Open Access Communication

A protocol for amide bond formation with electron deficient amines and sterically hindered substrates

A protocol for amide coupling by in situ formation of acyl fluorides and reaction with amines at elevated temperature has been developed and found to be efficient for coupling of sterically hindered substrates and electron deficient amines where standard methods failed.

Graphical abstract: A protocol for amide bond formation with electron deficient amines and sterically hindered substrates
Paper

Bright, red emitting fluorescent sensor for intracellular imaging of Mg2+

A new fluorescent sensor with excellent turn-on ratio, low energy excitation and emission over 600 nm enables Mg2+ detection in live cells.

Graphical abstract: Bright, red emitting fluorescent sensor for intracellular imaging of Mg2+ [ ]
Paper

Identification of the binding roles of terminal and internal glycan epitopes using enzymatically synthesized N-glycans containing tandem epitopes

Roles of internal epitopes and modification of terminal epitopes in the glycan-binding events have been studied.

Graphical abstract: Identification of the binding roles of terminal and internal glycan epitopes using enzymatically synthesized N-glycans containing tandem epitopes
Paper

A catalyst- and solvent-free thermal multicomponent approach for the construction of diverse and polysubstituted 2-aminopyridines and their antibacterial activity

A multicomponent approach for the synthesis of polysubstituted 2-aminopyridines under catalyst- and solvent-free thermal conditions has been established.

Graphical abstract: A catalyst- and solvent-free thermal multicomponent approach for the construction of diverse and polysubstituted 2-aminopyridines and their antibacterial activity
Paper

A selective calix[6]arene-based fluorescent chemosensor for phosphatidylcholine type lipids

Biomimetic heteroditopic calixarene-based chemosensor for the selective recognition of phosphatidylcholine-type lipids.

Graphical abstract: A selective calix[6]arene-based fluorescent chemosensor for phosphatidylcholine type lipids
Paper

A novel coelenterate luciferin-based luminescent probe for selective and sensitive detection of thiophenols

The first dual bioluminescent and chemiluminescent sensor for detecting thiophenols has been developed.

Graphical abstract: A novel coelenterate luciferin-based luminescent probe for selective and sensitive detection of thiophenols
Paper

Chelated charge assisted halogen bonding enhanced halide recognition by a pyridinium-iodotriazolium axle containing [2]rotaxane

A dicationic halogen bonding rotaxane displays enhanced binding and selectivity for bromide over other halides and nitrate and dihydrogen phosphate oxoanions in contrast to an all hydrogen bonding counterpart which is attributed to chelated charge assisted halogen bonding interactions.

Graphical abstract: Chelated charge assisted halogen bonding enhanced halide recognition by a pyridinium-iodotriazolium axle containing [2]rotaxane
Paper

Carbocation–π interaction: evaluation of the stabilization by phenylalanine of a biochemical carbocation intermediate

Computational analyses, using primarily density functional theory, have been used to determine the stabilization associated with the carbocation–π interaction of a biochemical carbocation intermediate binding to a phenylalanine residue in an enzyme active site.

Graphical abstract: Carbocation–π interaction: evaluation of the stabilization by phenylalanine of a biochemical carbocation intermediate
Paper

Ethionamide biomimetic activation and an unprecedented mechanism for its conversion into active and non-active metabolites

We propose that sulfinic acid is neither a precursor of the iminoyl radical nor an intermediate of the ethionamide active metabolite.

Graphical abstract: Ethionamide biomimetic activation and an unprecedented mechanism for its conversion into active and non-active metabolites
Paper

Deoxyfluoro-D-trehalose (FDTre) analogues as potential PET probes for imaging mycobacterial infection

FDTre analogues were synthesized and purified in 60 min, confirmed to mimic the solution conformation of native trehalose, and successfully metabolized by the mycobacterial trehalose-recycling transporter.

Graphical abstract: Deoxyfluoro-d-trehalose (FDTre) analogues as potential PET probes for imaging mycobacterial infection
Paper

Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid

Chemoenzymatic synthesis: Monotreme milk glycans and other sialosides containing a 4-O-acetyl-sialic acid were synthesized in a gram or preparative scales using a one-pot two-enzyme sialylation system containing bacterial CMP-sialic acid synthetase and sialyltransferase PmST3.

Graphical abstract: Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid
Paper

Competing amination and C–H arylation pathways in Pd/xantphos-catalyzed transformations of binaphthyl triflates: switchable routes to chiral amines and helicene derivatives

A Pd(OAc)2/xantphos catalyst system can be tuned to promote either amination or C–H arylation of hindered binaphthyl 2-triflates, with xantphos's hemilability playing a key role.

Graphical abstract: Competing amination and C–H arylation pathways in Pd/xantphos-catalyzed transformations of binaphthyl triflates: switchable routes to chiral amines and helicene derivatives
Paper

Amide bond-containing monodisperse polyethylene glycols beyond 10 000 Da

Monodisperse polyethylene glycols above 4000 Da, including the longest one to date (10 262 Da), can be prepared from oligoethylene glycol-containing ω-amino acids through solid phase synthesis.

Graphical abstract: Amide bond-containing monodisperse polyethylene glycols beyond 10 [ ] 000 Da
Open Access Paper

Selective MS screening reveals a sex pheromone in Caenorhabditis briggsae and species-specificity in indole ascaroside signalling

Highly potent nematode-derived signalling components have been characterized using a combination of comparative metabolomics, isolation, total synthesis, and bioassays.

Graphical abstract: Selective MS screening reveals a sex pheromone in Caenorhabditis briggsae and species-specificity in indole ascaroside signalling
Paper

Unexpected formation of π-expanded isoquinoline from anthracene possessing four electron-donating groups via the Duff reaction

An electron-rich derivative of anthracene reacts with hexamethylenetetramine under acidic conditions to give a rare heterocyclic scaffold possessing a pyridine moiety.

Graphical abstract: Unexpected formation of π-expanded isoquinoline from anthracene possessing four electron-donating groups via the Duff reaction
Open Access Paper

Boronic acid/Brønsted acid co-catalyst systems for the synthesis of 2H-chromenes from phenols and α,β-unsaturated carbonyls

Combinations of boronic acids and Brønsted acids showing optimal co-catalytic activity for condensations of enals or enones with phenols have been identified, enabling an efficient synthesis of 2H-chromenes.

Graphical abstract: Boronic acid/Brønsted acid co-catalyst systems for the synthesis of 2H-chromenes from phenols and α,β-unsaturated carbonyls
Paper

Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones

We present herein a new click reaction for the synthesis of drug-like spiroindane-1,3-dione-pyrazolidinones from indane-1,3-diones, aldehydes and N,N-cyclic azomethine imines through amino acid-catalysis.

Graphical abstract: Organocatalytic azomethine imine-olefin click reaction: high-yielding stereoselective synthesis of spiroindane-1,3-dione-pyrazolidinones
Open Access Paper

Biosynthesis of isoxazolin-5-one and 3-nitropropanoic acid containing glucosides in juvenile Chrysomelina

Biosynthesis of isoxazolin-5-one glucoside and 3-nitropropanoate esters as hemolymph defenses in leaf beetle larvae.

Graphical abstract: Biosynthesis of isoxazolin-5-one and 3-nitropropanoic acid containing glucosides in juvenile Chrysomelina
Paper

Synthesis of misfolded glycoprotein dimers through native chemical ligation of a dimeric peptide thioester

Misfolded glycoprotein dimers were synthesized through double native chemical ligation between a dimeric peptide-α-thioester, glycopeptide, and non-glycosylated peptide.

Graphical abstract: Synthesis of misfolded glycoprotein dimers through native chemical ligation of a dimeric peptide thioester
Paper

Chiral phosphoric acid catalyzed asymmetric addition of naphthols to para-quinone methides

An asymmetric addition of naphthols to in situ generated para-quinone methides catalyzed by a chiral phosphoric acid is described.

Graphical abstract: Chiral phosphoric acid catalyzed asymmetric addition of naphthols to para-quinone methides
102 items - Showing page 1 of 2

About this collection

This on-going collection features all the articles published in Organic and Biomolecular Chemistry in 2016 that were highlighted by the reviewers of these articles as being interesting or having particularly significant research.

Congratulations to all the authors whose articles are featured!

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