DIASTEREOSELECTIVE ALDOL REACTIONS OF BETA-SILYLOXY ETHYL KETONES - APPLICATION TO THE TOTAL SYNTHESIS OF BAFILOMYCIN-A(1)

被引：89

作者：

EVANS, DA

CALTER, MA

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)91817-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Studies directed toward the C-17-C18 aldol bond construction in the macrolide antibiotic bafilomycin Al are described. The effect of the beta-substituent in the aldol reactions of alpha-unsubstituted enolates is documented for various model compounds. Tle stereoselectivity of this process is critically dependent on the C21 and C23 oxygen protecting groups. Application of this methodology to the synthesis of bafilomycin A1 is reported.

引用

页码：6871 / 6874

页数：4

共 14 条

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