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Showing papers by "Vadim A. Soloshonok published in 2007"


Journal ArticleDOI
TL;DR: The phenomenon of optical self-purification reported here deserves further systematic study as possibly one of the mechanisms leading to the emergence and maintenance of prebiotic homochirality.
Abstract: Owing to a faster rate of sublimation of the racemic form as compared to the optically pure form, optical purification occurred without any external action or special environmental condition. We believe that the phenomenon of optical self-purification reported here deserves further systematic study as possibly one of the mechanisms leading to the emergence and maintenance of prebiotic homochirality.

155 citations


MonographDOI
11 Jan 2007
TL;DR: In this paper, 30 top-notch chapter-reviews on recent methodological developments in the area of synthetic fluoro-organic chemistry, Fluoric technology, and biological applications of fluorinated compounds are presented.
Abstract: The book contains 30 top-notch chapter-reviews on recent methodological developments in the area of synthetic fluoro-organic chemistry, Fluorous technology, and biological applications of fluorinated compounds. Special emphases are given to the synthesis of biologically relevant compounds (alcohols, amines, alpha- and beta-amino acids, peptides), industrial-scale production of highly versatile, synthetically useful fluorinated synthons, as well Fluorous technology. The book has been designed to be a comprehensive snap-shot of current research activity in the field reviewed by internationally renowned leading experts from academic and industrial laboratories around the world. The topics covered in the book range from synthesis of small fluorinated molecules to peptides and macromolecules for crystal engineering. Substantial amount of data reviewed in the book have never been published. In particular cutting-age Fluorous technology, summarized in the book, will give the reader unprecedented prospective on new separation methods which will be on market in the nearest future. Taking into account the significant impact that fluorinated compounds have made on nearly all aspects of modern life this book is expected to be a current prime reference in the field and might be of interest to diverse readership.

52 citations


Journal ArticleDOI
TL;DR: In this paper, the authors describe catalytic asymmetric synthesis of α-(trifluoromethyl)benzylamine via biomimetic transamination using chiral base.

44 citations


Journal ArticleDOI
TL;DR: The first example of design and synthesis of helical molecules using a ridge−tile-like topological mode of nonplanarity is reported.
Abstract: The first example of design and synthesis of helical molecules using a ridge−tile-like topological mode of nonplanarity is reported. The modular nature of the design of the starting glycine derivat...

33 citations


Journal ArticleDOI
TL;DR: A design and synthesis of organic molecules with switchable central chirality via simple cleavage and formation of metal−ligand coordination bonds is described, as a potentially useful and conceptually new approach to the design of a new generation of organic chiroptical molecular switches.
Abstract: Here we describe a design and synthesis of organic molecules with switchable central chirality via simple cleavage and formation of metal−ligand coordination bonds, as a potentially useful and conceptually new approach to the design of a new generation of organic chiroptical molecular switches.

22 citations


Journal ArticleDOI
TL;DR: In this paper, a base-free biomimetic reductive amination of α,α,α-trifluoroacetophenone with benzylamine was described.

21 citations


Journal ArticleDOI
TL;DR: In this article, a base-free biomimetic reductive amination of α,α,α-trifluoroacetophenone with benzylamine was described.
Abstract: This paper describes a synthesis of α-(trifluoromethyl)benzylamine via a novel base-free biomimetic reductive amination of α,α,α-trifluoroacetophenone with benzylamine. When the corresponding imine, derived from α,α,α-trifluoroacetophenone and benzylamine was heated at 200 °C under N2 for 1 day, the thermal 1,3-proton shift reaction took place giving rise to the N-(benzylidene)-α-(trifluoromethyl)benzylamine in quantitative yield. This thermal 1,3-proton shift reaction was used a key step in the development of new and substantially simplified, practical and operationally convenient procedure for preparation of the target α-(trifluoromethyl)benzylamine on large scale.

2 citations