HIGHLY DIASTEREOSELECTIVE ASYMMETRIC ALDOL REACTIONS OF CHIRAL NI(II)-COMPLEX OF GLYCINE WITH ALKYL TRIFLUOROMETHYL KETONES

Authors
SOLOSHONOK VA AVILOV DV KUKHAR VP
Citation
Va. Soloshonok et al., HIGHLY DIASTEREOSELECTIVE ASYMMETRIC ALDOL REACTIONS OF CHIRAL NI(II)-COMPLEX OF GLYCINE WITH ALKYL TRIFLUOROMETHYL KETONES, Tetrahedron : asymmetry, 7(6), 1996, pp. 1547-1550
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
6
Year of publication
1996
Pages
1547 - 1550
Database
ISI
SICI code
0957-4166(1996)7:6<1547:HDAARO>2.0.ZU;2-P
Abstract
Asymmetric aldol reactions between prochiral trifluoromethyl ketones a nd Ni(II)-complex of monochiral Schiff base of glycine with (S)-o-[N-( N-benzylprolyl)amino]benzophenone (BBP) are described. General stereod irecting features of the trifluoromethyl group controlling (2S,3S)-abs olute configuration (90-98 %de) of the resultant amino acids is demons trated. New set of reaction conditions allowing preparative synthesis of diastereo, and enantiomerically pure (2S,3S)-3-trifluoromethyl-3-su bstituted serines of biomedicinal interest is presented. (C) 1996 Else vier Science Ltd