Title: Highly diastereoselective aza-aldol reactions of a chiral Ni(II) complex of glycine with imines. An efficient asymmetric approach to 3-perfluoroalkyl-2,3-diamino acids
Authors: Soloshonok, VA ×
Avilov, DV
Kukhar, VP
Van Meervelt, Luc
Mischenko, N #
Issue Date: Jan-1997
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron letters vol:38 issue:26 pages:4671-4674
Abstract: The LiCl/base-assisted asymmetric aldol-type addition reaction between the N-(p-methoxyphenyl)imine of trifluoroacetaldehyde and the chiral non-racemic NI(II) complex of the Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]benzophenone was found to proceed with excellent chemical and stereochemical outcomes allowing for an efficient access to hitherto unknown stereochemically defined beta-perfluoroalkyl-alpha,beta-diamino carboxylic acids. A mechanistic rationale for the observed stereochemical preferences is proposed. (C) 1997 Elsevier Science Ltd.
ISSN: 0040-4039
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
× corresponding author
# (joint) last author

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