Asymmetric synthesis of moiramide B

被引:20
作者
Dixon, DJ [1 ]
Davies, SG [1 ]
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1039/cc9960001797
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first asymmetric synthesis. of Moiranide B 1 is achieved using lithium amide 4 and pyrrolidinone auxiliary 5; pyrrolidinone auxiliary 5 is used to create the novel (S)-2-methyl-N-benzyloxysuccinimide 15 which is subsequently acylated with the highly,reactive tert-butoxycarbonyl-protected N-carboxanhydride of L-valine(Boc-Val-NCA) under strongly basic conditions, without racemization, while lithium amide 4 is used to synthesize homochiral D-beta-phenylalanine tert-butyl ester 8.
引用
收藏
页码:1797 / 1798
页数:2
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