Asymmetric synthesis of the beta-amino acid methyl ester derivative of Onchidin: (2S,3S)-methyl-3-amino-2-methyl-7-octynoate and its enantiomer

被引:11
|
作者
FernandezSuarez, M
Munoz, L
Fernandez, R
Riguera, R
机构
[1] UNIV VIGO,DEPT QUIM FIS & QUIM ORGAN,E-36200 VIGO,SPAIN
[2] UNIV SANTIAGO COMPOSTELA,DEPT QUIM ORGAN,E-15706 SANTIAGO COMPOSTE,SPAIN
关键词
D O I
10.1016/S0957-4166(97)00172-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The asymmetric synthesis of the methyl ester of the natural beta-amino acid of Onchidin (2S,3S)-methyl-3-amino-2-methyl-7-octynoate and its enantiomer is described. The preparation of an enantiomerically pure beta-hydroxy acid through an enantioselective aldol condensation reaction and an intramolecular nucleophilic displacement to form a beta-lactam intermediate are the key steps. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1847 / 1854
页数:8
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