EFFICIENT SYNTHESES OF ENANTIOMERICALLY PURE L-ALLOTHREONINE AND D-ALLOTHREONINE AND (S)-ISOSERINE AND (R)-ISOSERINE

被引:43
作者
PONS, D
SAVIGNAC, M
GENET, JP
机构
[1] Laboratoire de Synthèse Organique Associé au C.N.R.S., Ecole Nationale Supérieure de Chimie de Paris, 75231 PARIS, 11, rue P. et M. Curie
关键词
D O I
10.1016/S0040-4039(00)97795-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both enantiomers of (S) 1 and (R) 2 isoserine as well (D) 3 and (L) 4 allothreonine are prepared optically pure in three steps by asymmetric Sharpless epoxidation of crotyl and allylic alcohols into 7- 10 followed by an improved RuCl3/NaIO4/water oxidation procedure to low molecular weight glycidic acids 11 - 14 and epoxide opening by ammonia with (20 - 33%) overall yields. © 1990.
引用
收藏
页码:5023 / 5026
页数:4
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