Papers by Nikolay Kondratyev
Kinetic resolution of chiral racemic secondary allylboronates and their application in the synthesis of homoallylic amines [Abstract]
Kinetic resolution of chiral racemic secondary allylboronates and their application in the synthe... more Kinetic resolution of chiral racemic secondary allylboronates and their application in the synthesis of homoallylic amines [Abstract]
Asymmetric alkenylation of carbonyl compounds using organocatalysed reaction with respective orga... more Asymmetric alkenylation of carbonyl compounds using organocatalysed reaction with respective organoelement reagents has developed into a useful and practically important method for the synthesis of enantiomerically enriched homoallylic amines and alcohols. As Type 1 reagents, secondary allylboronates and linear γ-functionalised allyltrichlorosilanes transfer stereochemical information (chirality or E/Z configuration) into the product. The first reaction leads to synthetically important, unprotected Z-homoallylic amines which were previously inaccessible by direct methods. These compounds can serve as useful synthetic building blocks for syntheses of alkaloids and other natural, medicinal and bioactive compounds. The second reaction is the key step in the preparation of chiral cis-vinyl epoxides, a structural motif that was employed in the total synthesis of prostaglandins and other bioactive compounds.The first chapter of this thesis describes a novel, highly efficient kinetic resol...
Optimization of Catalyst Structure for Asymmetric Propargylation of Aldehydes with Allenyltrichlorosilane
Advanced Synthesis & Catalysis
Chemistry - A European Journal
Highly enantioenriched, chromatographically-stable secondary allylboronates featuring 1,1,2,2-tet... more Highly enantioenriched, chromatographically-stable secondary allylboronates featuring 1,1,2,2-tetraethyl-1,2-ethanediol fragment (Epin) were obtained by kinetic resolution of their racemic mixtures. The Epin group at boron considerably improved stability of allyl boronates allowing them to be readily isolated by chromatography on silica. The resolved reagents were applied in stereoselective synthesis of homoallylic amines with an internal double bond employing unprotected imines formed in situ from aldehydes and ammonia. The reactions proceeded with an excellent transfer of chirality.
ChemInform Abstract: Reaction of gem-Difluorinated Organozinc Reagents with β-Nitrostyrenes
ChemInform, 2015
Reaction of gem-difluorinated organozinc reagents with β-nitrostyrenes
Journal of Fluorine Chemistry, 2015
ChemInform Abstract: Copper-Catalyzed Allylation of α,α-Difluoro-Substituted Organozinc Reagents
ChemInform, 2014
ChemInform, 2012
Nucleophilic Pentafluorophenylation of Nitroalkenes. -Optimized conditions A) have to be changed ... more Nucleophilic Pentafluorophenylation of Nitroalkenes. -Optimized conditions A) have to be changed in the case of aliphatic nitro compounds. The morpholine substituent of substrates (VIII) is lost during the transformation, probably on acidic work-up. The synthetic utility of the adducts is demonstrated with the preparation of indoline (V) from (IIIa). -(KONDRATYEV, N.
Copper-Catalyzed Allylation of α,α-Difluoro-Substituted Organozinc Reagents
The Journal of Organic Chemistry, 2014
A method for the coupling of organozinc reagents, difluorocarbene, and allylic electrophiles is d... more A method for the coupling of organozinc reagents, difluorocarbene, and allylic electrophiles is described. The reaction involves insertion of difluorocarbene into the carbon-zinc bond followed by copper-catalyzed allylic substitution.
Nucleophilic Pentafluorophenylation of Nitroalkenes
Synthesis, 2012
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Papers by Nikolay Kondratyev