Highly diastereoselective asymmetric aldol reactions of chiral Ni(II)-complex of glycine with alkyl trifluoromethyl ketones

Autor:	Dimitry V Avilov, Valery P. Kukhar, Vadim A. Soloshonok
Rok vydání:	1996
Předmět:	Reaction conditions chemistry.chemical_classification Schiff base Trifluoromethyl Stereochemistry Organic Chemistry Catalysis Amino acid Inorganic Chemistry chemistry.chemical_compound chemistry Aldol reaction Glycine Benzophenone Physical and Theoretical Chemistry Alkyl
Zdroj:	Tetrahedron: Asymmetry. 7:1547-1550
ISSN:	0957-4166
DOI:	10.1016/0957-4166(96)00177-2
Popis:	Asymmetric aldol reactions between prochiral trifluoromethyl ketones and Ni(II)-complex of monochiral Schiff base of glycine with ( S )- o -[ N -( N -benzylprolyl)amino]benzophenone (BBP) are described. General stereodirecting features of the trifluoromethyl group controlling (2 S ,3 S )-absolute configuration (90–98 %de) of the resultant amino acids is demonstrated. New set of reaction conditions allowing preparative synthesis of diastereo and enantiomerically pure (2 S ,3 S )-3-trifluoromethyl-3-substituted serines of biomedicinal interest is presented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5f5cf534073c0e3426d3770bd5fff0ed https://doi.org/10.1016/0957-4166(96)00177-2 Zobrazit plný text záznamu Full Text from ScienceDirect