V
Vadim A. Soloshonok
Researcher at University of the Basque Country
Publications - 417
Citations - 16252
Vadim A. Soloshonok is an academic researcher from University of the Basque Country. The author has contributed to research in topics: Enantioselective synthesis & Amino acid. The author has an hindex of 64, co-authored 406 publications receiving 14170 citations. Previous affiliations of Vadim A. Soloshonok include University of Oklahoma & Centre national de la recherche scientifique.
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Journal ArticleDOI
Convenient Asymmetric Synthesis of β-Substituted α,α-Difluoro-β-amino Acids via Reformatsky Reaction between Davis' N-Sulfinylimines and Ethyl Bromodifluoroacetate
Alexander E. Sorochinsky,Natalia Voloshin,Andrey L. Markovsky,Michael Yu. Belik,Nobuhiro Yasuda,Hidehiro Uekusa,Taizo Ono,Dmitrii O. Berbasov,Vadim A. Soloshonok +8 more
TL;DR: The enantiopure Davis' N-sulfinylimines were found to be efficient as chiral imine equivalents in the high-temperature Reformatsky-type additions with BrZnCF2COOEt affording an efficient approach to the enantiomerically pure α,α-difluoro-β-amino acids.
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Virtually Complete Control of Simple and Face Diastereoselectivity in the Michael Addition Reactions between Achiral Equivalents of a Nucleophilic Glycine and (S)- or (R)-3-(E-Enoyl)-4-phenyl-1,3-oxazolidin-2-ones: Practical Method for Preparation of β-Substituted Pyroglutamic Acids and Prolines
TL;DR: The chiral 4-phenyl-1,3-oxazolidin-2-one moiety was found to control efficiently both face diastereoselectivities of the glycine derived enolate and the C,C double bond of the Michael acceptor.
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Rational design of highly diastereoselective, organic base-catalyzed, room-temperature Michael addition reactions.
TL;DR: In this article, the Ni(II) complex of the Schiff base of glycine with o-[N-α-picolylamino]acetophenone, as a nucleophilic glycine equivalent, and N-(trans-enoyl)oxazolidin-2-ones, as derivatives of an α,β-unsaturated carboxylic acid, were found to be the substrates of choice featuring geometric/conformational homogeneity and high reactivity.
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Application of modular nucleophilic glycine equivalents for truly practical asymmetric synthesis of β-substituted pyroglutamic acids
TL;DR: Application of piperidine-derived complex allowed for the first time preparation of the corresponding isopropyl derivatives thus increasing the synthetic efficiency and expanding generality these Michael addition reactions.
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Chemo- and regioselectivity in the reactions between highly electrophilic fluorine containing dicarbonyl compounds and amines. Improved synthesis of the corresponding imines/enamines
TL;DR: The results obtained lead to the development of a generalized and practical method for large-scale synthesis of the corresponding imines/enamines, useful starting materials for preparation fluorinated amines and amino acid.