Efficient enantioselective synthesis of 2-substituted thiomorpholin-3-ones

被引:9
作者
Franceschini, N [1 ]
Da Nascimento, S [1 ]
Sonnet, P [1 ]
Guillaume, D [1 ]
机构
[1] EA 2629, Lab Chim Therapeut, F-8000 Amiens, France
关键词
D O I
10.1016/j.tetasy.2003.09.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis of enantiomerically pure 4-(2-hydroxy-(1R)-phenylethyl)-thiomorpholin-3-one 2 from (R)-phenylglycine methyl ester, S-benzylthioglycolic acid and bromoacetic acid is reported. Stereoselective C-2 alkylation of 2, performed using various electrophiles, leads to enantiomerically pure 2-substituted thiomorpholin-3-ones after N-deprotection. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3401 / 3405
页数:5
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