Stereoselective synthesis of alpha-hydroxy-beta-amino acids using D-glyceraldehyde as the homochiral source.

被引:45
作者
Cativiela, C
DiazDeVillegas, MD
Galvez, JA
机构
[1] Inst. de Cie. de Mat. de Aragon, Depto. de Quim. Orgánica, Universidad de Zaragoza-C.S.I.C.
关键词
D O I
10.1016/0957-4166(96)00037-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A systematic study of the diastereoselective addition of methyl organometallic compounds to the benzyl imine derived from conveniently protected D-glyceraldehyde in order to develop a new approach to enantiomerically pure alpha-hydroxy-beta-amino acids is reported. Methylmagnesium bromide addition afforded the corresponding adduct, which can be further elaborated to give (2S, 3R) 3-amino-2-hydroxybutanoic acid, with complete diastereoselectivity.
引用
收藏
页码:529 / 536
页数:8
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