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

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 47期

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

页码：8241 / 8244

页数：4

共 27 条

[1] THE SPONGISTATINS, POTENTLY CYTOTOXIC INHIBITORS OF TUBULIN POLYMERIZATION, BIND IN A DISTINCT REGION OF THE VINCA DOMAIN [J].