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Themed collection Catalysis & biocatalysis in OBC

44 items
Review Article

Indium(III) as π-acid catalyst for the electrophilic activation of carbon–carbon unsaturated systems

This review focuses on indium(III) as a π-acid for the activation of C–C unsaturated systems (alkynes, alkenes, and allenes) in organic synthesis.

Graphical abstract: Indium(iii) as π-acid catalyst for the electrophilic activation of carbon–carbon unsaturated systems
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions

The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates metal ions to give C2-symmetric complexes which effectively catalyze a variety of asymmetric reactions.

Graphical abstract: Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Asymmetric iodine catalysis-mediated enantioselective oxidative transformations

The implementation of chiral iodine catalysis has tremendously been developed in the field of asymmetric synthesis over the past decade.

Graphical abstract: Asymmetric iodine catalysis-mediated enantioselective oxidative transformations
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Development and application of chiral spirocyclic phosphoric acids in asymmetric catalysis

This review describes the synthetic methods for the preparation of chiral spirocyclic phosphoric acids (SPAs), and their dynamically developing application for catalytic enantioselective transformations.

Graphical abstract: Development and application of chiral spirocyclic phosphoric acids in asymmetric catalysis
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Halo-substituted benzenesulfonyls and benzenesulfinates: convenient sources of arenes in metal-catalyzed C–C bond formation reactions for the straightforward access to halo-substituted arenes

The use of halo-substituted ArSO2R as an aryl source in metal-catalyzed C–C bond formation reactions presents several advantages, as the reaction often proceeds without cleavage of the C–halo bonds.

Graphical abstract: Halo-substituted benzenesulfonyls and benzenesulfinates: convenient sources of arenes in metal-catalyzed C–C bond formation reactions for the straightforward access to halo-substituted arenes
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Chiral proton-transfer shuttle catalysts for carbene insertion reactions

The development of chiral proton-transfer shuttles provides a totally new enantiocontrol strategy for transition metal-catalyzed asymmetric carbene insertion reactions.

Graphical abstract: Chiral proton-transfer shuttle catalysts for carbene insertion reactions
Review Article

Recent advances in iodine mediated electrochemical oxidative cross-coupling

This review article gives an overview of the recent development of iodine mediated electrochemical oxidative coupling reactions.

Graphical abstract: Recent advances in iodine mediated electrochemical oxidative cross-coupling
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Catalytic asymmetric enamine protonation reaction

Recent advances in catalytic enantioselective enamine protonation for the synthesis of optically active carbonyl compounds are summarized in this review.

Graphical abstract: Catalytic asymmetric enamine protonation reaction
Open Access Review Article

Enhanced structural diversity in terpenoid biosynthesis: enzymes, substrates and cofactors

Terpenoid structural diversity is enhanced by multiproduct enzymes. Biosynthesis can be altered by switch in substrates, cofactors and pH.

Graphical abstract: Enhanced structural diversity in terpenoid biosynthesis: enzymes, substrates and cofactors
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Synthesis and application of a new chiral monodentate spiro phosphoramidite ligand based on hexamethyl-1,1′-spirobiindane backbone in asymmetric hydroamination/arylation of alkenes

A new chiral monodentate spiro phosphoramidite ligand based on a hexamethyl-1,1′-spirobiindane scaffold has been developed and applied in Pd-catalyzed asymmetric hydroamination/arylation of alkenes.

Graphical abstract: Synthesis and application of a new chiral monodentate spiro phosphoramidite ligand based on hexamethyl-1,1′-spirobiindane backbone in asymmetric hydroamination/arylation of alkenes
From the themed collection: Catalysis & biocatalysis in OBC
Communication

An organocatalytic asymmetric Mannich reaction for the synthesis of 3,3-disubstituted-3,4-dihydro-2-quinolones

An organocatalytic asymmetric Mannich reaction between 3-cyano-3,4-dihydroquinolones and amidosulfones has been developed to construct biologically important 3,3-disubstituted 3,4-dihydroquinolones.

Graphical abstract: An organocatalytic asymmetric Mannich reaction for the synthesis of 3,3-disubstituted-3,4-dihydro-2-quinolones
From the themed collection: Catalysis & biocatalysis in OBC
Communication

A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes

A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes was developed.

Graphical abstract: A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes
From the themed collection: Catalysis & biocatalysis in OBC
Communication

An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions

A nucleophilic catalyst is introduced for facile radical formation and its catalyst controlled aerobic oxidation.

Graphical abstract: An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates

An electrochemical Hofmann rearrangement is reported, which provides general and practical access to bioactive carbamates.

Graphical abstract: Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates
Communication

Cobalt-catalyzed carbon–sulfur/selenium bond formation: synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines

An efficient cobalt-catalyzed C–S/C–Se bond formation method for the synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines has been developed.

Graphical abstract: Cobalt-catalyzed carbon–sulfur/selenium bond formation: synthesis of benzo[b]thio/selenophene-fused imidazo[1,2-a]pyridines
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Bifunctional catalysis in the stereocontrolled synthesis of tetrahydro-1,2-oxazines

The application of bifunctional catalysis for the synthesis of tetrahydro-1,2-oxazines is described.

Graphical abstract: Bifunctional catalysis in the stereocontrolled synthesis of tetrahydro-1,2-oxazines
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Rh(III)-Catalyzed ortho-C–H alkynylation of N-phenoxyacetamides with hypervalent iodine-alkyne reagents at room temperature

Directing group ONHR preserved ortho-alkynylation under mild conditions catalyzed by rhodium is reported.

Graphical abstract: Rh(iii)-Catalyzed ortho-C–H alkynylation of N-phenoxyacetamides with hypervalent iodine-alkyne reagents at room temperature
From the themed collection: Catalysis & biocatalysis in OBC
Communication

A biocatalytic cascade for the amination of unfunctionalised cycloalkanes

Here we describe a one-pot, three-enzyme, cascade involving a cytochrome P450 monooxygenase, an alcohol dehydrogenase and a reductive aminase for the synthesis of secondary amines from cycloalkanes.

Graphical abstract: A biocatalytic cascade for the amination of unfunctionalised cycloalkanes
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones

A novel phosphine-catalyzed umpolung [3 + 2]-annulative dimerization of ynones was developed to furnish functionally rich 5-alkylidene-2-cyclopentenones.

Graphical abstract: Organocatalytic umpolung annulative dimerization of ynones for the synthesis of 5-alkylidene-2-cyclopentenones
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Chemoenzymatic macrocycle synthesis using resorcylic acid lactone thioesterase domains

Resorcylate acid lactone thioesterases can synthesize a variety of macrolactone and macrolactams, as well as a cyclicdepsipeptide.

Graphical abstract: Chemoenzymatic macrocycle synthesis using resorcylic acid lactone thioesterase domains
From the themed collection: Synthetic methodology in OBC
Paper

Chemoselective N–H functionalization of indole derivatives via the Reissert-type reaction catalyzed by a chiral phosphoric acid

An asymmetric N-alkylation of indole derivatives via the Reissert-type reaction was realized in the presence of 10 mol% chiral phosphoric acid.

Graphical abstract: Chemoselective N–H functionalization of indole derivatives via the Reissert-type reaction catalyzed by a chiral phosphoric acid
From the themed collection: Synthetic methodology in OBC
Paper

Cobalt(II)-catalyzed regioselective C–H halogenation of anilides

A cobalt-catalyzed regioselective C–H halogenation methodology is reported herein.

Graphical abstract: Cobalt(ii)-catalyzed regioselective C–H halogenation of anilides
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA

An (η5-cyclopentadienyl)cobalt(I) complex was covalently incorporated in an engineered variant of the β-barrel protein FhuA. The new biohydrid catalyst cyclotrimerized phenylacetylene to give regioisomeric triphenylbenzenes.

Graphical abstract: Cyclotrimerization of phenylacetylene catalyzed by a cobalt half-sandwich complex embedded in an engineered variant of transmembrane protein FhuA
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Asymmetric synthesis of warfarin and its analogs catalyzed by C2-symmetric squaramide-based primary diamines

Novel C2-symmetric N,N′-bis(2-amino-1,2-diphenylethyl)squaramides with 1,2-di(pyridin-2-yl)ethane and 1,2-diphenylethane spacer groups were designed and applied as organocatalysts in asymmetric additions of 4-hydroxycoumarin and 4-hydroxy-6-methyl-2H-pyran-2-one to α,β-unsaturated ketones.

Graphical abstract: Asymmetric synthesis of warfarin and its analogs catalyzed by C2-symmetric squaramide-based primary diamines
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Palladium-catalyzed selective synthesis of 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates

Palladium-catalyzed selective synthesis of various 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates was developed.

Graphical abstract: Palladium-catalyzed selective synthesis of 3,4-dihydroquinazolines from electron-rich arylamines, electron-poor arylamines and glyoxalates
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Synthesis of topologically constrained naphthalimide appended palladium(II)–N-heterocyclic carbene complexes – insights into additive controlled product selectivity

Pd(II)–NHC catalyzed regioselective heteroannulation of o-haloanilines and arylethynyl-trimethylsilane to yield indoles and additive controlled switchable product selectivity has been demonstrated.

Graphical abstract: Synthesis of topologically constrained naphthalimide appended palladium(ii)–N-heterocyclic carbene complexes – insights into additive controlled product selectivity
From the themed collection: Catalysis & biocatalysis in OBC
Paper

High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones

A highly enantioselective and relatively fast (1–5 h) Michael reaction with substantial reduction of organocatalyst loading (0.2–1 mol%) was developed under high-pressure conditions (up to 9 kbar) and at room temperature.

Graphical abstract: High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Comparison of riboflavin-derived flavinium salts applied to catalytic H2O2 oxidations

A series of flavinium salts were prepared from commercially available riboflavin, and their optical and redox properties and their catalytic activity were compared.

Graphical abstract: Comparison of riboflavin-derived flavinium salts applied to catalytic H2O2 oxidations
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Mild synthesis of silyl ethers via potassium carbonate catalyzed reactions between alcohols and hydrosilanes

A method has been developed for the silanolysis of alcohols using an abundant and non-corrosive base K2CO3 as a catalyst.

Graphical abstract: Mild synthesis of silyl ethers via potassium carbonate catalyzed reactions between alcohols and hydrosilanes
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Dynamic kinetic resolution of biaryl atropisomers by chiral dialkylaminopyridine catalysts

Dynamic kinetic resolutions of atropisomers using chiral DMAPs with fluxional chirality.

Graphical abstract: Dynamic kinetic resolution of biaryl atropisomers by chiral dialkylaminopyridine catalysts
Paper

Rhodium(III)-catalyzed CF3-carbenoid C–H functionalization of 6-arylpurines

An expedient route to access a new family of fluorine-containing purine derivatives via chelation-controlled rhodium(III)-catalyzed carbenoid C–H functionalization has been developed.

Graphical abstract: Rhodium(iii)-catalyzed CF3-carbenoid C–H functionalization of 6-arylpurines
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Enantioselective addition of selenosulfonates to α,β-unsaturated ketones

An efficient organo-catalyzed enantioselective addition of selenosulfonates to α,β-unsaturated ketones was developed for the first time.

Graphical abstract: Enantioselective addition of selenosulfonates to α,β-unsaturated ketones
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes

(MeCp)3Ln complexes are reported as highly efficient catalysts in promoting hydroboration and a plausible stepwise mechanism is proposed.

Graphical abstract: Highly efficient hydroboration of carbonyl compounds catalyzed by tris(methylcyclopentadienyl)lanthanide complexes
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Switching glycosyltransferase UGTBL1 regioselectivity toward polydatin synthesis using a semi-rational design

Conduct structure-guided modification on the “hotspot” of glycosyltransferase UGTBL1 to significantly adjust its regioselectivity toward polydatin production.

Graphical abstract: Switching glycosyltransferase UGTBL1 regioselectivity toward polydatin synthesis using a semi-rational design
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Synthesis and application of a new hexamethyl-1,1′-spirobiindane-based chiral bisphosphine (HMSI-PHOS) ligand in asymmetric allylic alkylation

A new class of hexamethyl-1,1′-spirobiindane-based chiral bisphosphine ligand was synthesized and used in Pd-catalyzed asymmetric allylic alkylation reactions.

Graphical abstract: Synthesis and application of a new hexamethyl-1,1′-spirobiindane-based chiral bisphosphine (HMSI-PHOS) ligand in asymmetric allylic alkylation
From the themed collection: Catalysis & biocatalysis in OBC
Paper

New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzincs to aldehydes

New amino alcohol ligands suitable for immobilization on nanoparticles were successfully used in catalytic enantioselective additions of diethylzinc to aldehydes.

Graphical abstract: New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzincs to aldehydes
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Planar chiral [2.2]paracyclophane-based phosphine–phenols: use in enantioselective [3 + 2] annulations of allenoates and N-tosylimines

Planar chiral [2.2]paracyclophane-based phosphine–phenols efficiently catalyze the [3 + 2] annulation of N-tosylimines and allenoate.

Graphical abstract: Planar chiral [2.2]paracyclophane-based phosphine–phenols: use in enantioselective [3 + 2] annulations of allenoates and N-tosylimines
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of α-nitroketones with o-hydroxycinnamaldehydes: synthesis of 2,4-disubstituted chromans

An organocatalytic asymmetric synthesis of 2,4-disubstituted chroman compounds has been developed via a Michael/hemiketalization/acyl transfer reaction between o-hydroxycinnamaldehydes and α-nitroketones.

Graphical abstract: Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of α-nitroketones with o-hydroxycinnamaldehydes: synthesis of 2,4-disubstituted chromans
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Organocatalytic asymmetric synthesis of benzazepinoindole derivatives with trifluoromethylated quaternary stereocenters by chiral phosphoric acid catalysts

An enantioselective aza-Friedel–Crafts reaction of trifluoromethyl dihydrobenzoazepinoindoles with pyrroles or indoles catalyzed by a chiral spirocyclic phosphoric acid was developed.

Graphical abstract: Organocatalytic asymmetric synthesis of benzazepinoindole derivatives with trifluoromethylated quaternary stereocenters by chiral phosphoric acid catalysts
From the themed collection: Catalysis & biocatalysis in OBC
Paper

A regiospecific rhamnosyltransferase from Epimedium pseudowushanense catalyzes the 3-O-rhamnosylation of prenylflavonols

A novel rhamnosyltransferase and a UDP-rhamnose synthase were characterized and applied to the biosynthesis of bioactive prenylflavonol rhamnosides.

Graphical abstract: A regiospecific rhamnosyltransferase from Epimedium pseudowushanense catalyzes the 3-O-rhamnosylation of prenylflavonols
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides

An efficient gold catalyzed Heck coupling of arenediazonium o-benzenedisulfonimides is proposed. An o-benzenedisulfonimide anion enables a radical pathway that does not require the presence of photocatalysts or external oxidants.

Graphical abstract: Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides
From the themed collection: Catalysis & biocatalysis in OBC
Paper

A nickel catalyzed acceptorless dehydrogenative approach to quinolines

A general, efficient and environmentally benign, one-step synthesis of substituted quinoline derivatives was achieved by acceptorless dehydrogenative coupling of o-aminobenzylalcohols with ketones and secondary alcohols catalyzed by a cheap, earth abundant and easy to prepare macrocyclic nickel catalyst [Ni(MeTAA)].

Graphical abstract: A nickel catalyzed acceptorless dehydrogenative approach to quinolines
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Addition of a polyhistidine tag alters the regioselectivity of carbonyl reductase S1 from Candida magnoliae

A recombinant carbonyl reductase shows different regioselectivity with a C-terminal His-tag compared to the N-tagged enzyme toward the same triketide substrate. Highly selective synthesis of reference triketides allowed solving this conundrum.

Graphical abstract: Addition of a polyhistidine tag alters the regioselectivity of carbonyl reductase S1 from Candida magnoliae
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Manipulating the stereoselectivity of the thermostable Baeyer–Villiger monooxygenase TmCHMO by directed evolution

The thermostable Baeyer–Villiger monooxygenase TmCHMO and evolved mutants are viable catalysts in stereoselective reactions of structurally different ketones.

Graphical abstract: Manipulating the stereoselectivity of the thermostable Baeyer–Villiger monooxygenase TmCHMO by directed evolution
From the themed collection: Catalysis & biocatalysis in OBC
44 items

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The latest articles published in Organic and Biomolecular Chemistry related to catalysis and biocatalysis research.

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