THE TOTAL SYNTHESIS OF SWINHOLIDE-A .3. A STEREOCONTROLLED SYNTHESIS OF (-)-PRE-SWINHOLIDE-A

被引：41

作者：

PATERSON, I

WARD, RA

SMITH, JD

CUMMING, JG

YEUNG, KS

机构：

[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road

来源：

TETRAHEDRON | 1995年 / 51卷 / 34期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/0040-4020(95)00548-M

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two coupling strategies for (-)-pre-swinholide A were devised based on the analysis in Scheme 1. In the first route, a boron-mediated aldol reaction between the ethyl ketone 19 and the aldehyde 3 was used to construct the C-15-C-16 bond with moderate diastereoselectivity. In the second route, a Mukaiyama aldol reaction between the methyl ketone 54 and the aldehyde 4 introduced the C-18-C-19 bond with complete stereocontrol.

引用

收藏

页码：9437 / 9466

页数：30

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