Studies in marine macrolide synthesis: Synthesis of the C-1-C-15 subunit of spongistatin 1 (altohyrtin A) and 15,16-anti aldol coupling reactions

被引:59
作者
Paterson, I
Oballa, RM
机构
[1] University Chemical Laboratory, Cambridge CB2 1EW, Lensfield Road
基金
加拿大自然科学与工程研究理事会; 英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(97)10126-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C-1-C-15 aldehyde 3, containing the AB-spiroacetal of spongistatin 1 (1), was prepared in 17 steps from methyl ketone (S)-8. The C-15 and C-16 stereocentres could be introduced together, relying on Felkin-Anh control, by using a boron-mediated, anti aldol coupling reaction, as in 22 --> 25 and 26. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8241 / 8244
页数:4
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