SYNTHESIS OF BETA-RESORCYLIC MACROLIDES VIA ORGANOPALLADIUM CHEMISTRY - APPLICATION TO THE TOTAL SYNTHESIS OF (S)-ZEARALENONE

被引：120

作者：

KALIVRETENOS, A ^{[1
]}

STILLE, JK ^{[1
]}

HEGEDUS, LS ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 08期

关键词：

D O I：

10.1021/jo00008a053

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The beta-resorcylic macrolides are a class of naturally occurring 12- and 14-membered macrolides. Zearalenone (1), a 14-membered macrolide of this type, displays useful biological activity, which has led to great synthetic interest. In this paper the intramolecular coupling reaction of an organostannane with an electrophile is used to construct beta-resorcylic macrolides. The intramolecular coupling of an aryl iodide with a vinylstannane provided the highest yield of lactones. This methodology was then used to prepare (S)-zearalenone (1).

引用

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页码：2883 / 2894

页数：12

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