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

被引:93
作者
Soloshonok, VA [1 ]
Avilov, DV [1 ]
Kukhar, VP [1 ]
机构
[1] UKRAINIAN ACAD SCI,INST BIOORGAN CHEM & PETROCHEM,KIEV 253160,UKRAINE
关键词
D O I
10.1016/0957-4166(96)00177-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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 (2S,3S)-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 (2S,3S)-3-trifluoromethyl-3-substituted serines of biomedicinal interest is presented. (C) 1996 Elsevier Science Ltd
引用
收藏
页码:1547 / 1550
页数:4
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