5-(Trimethylstannyl)-2H-pyran-2-one and 3-(trimethylstannyl)-2H-pyran-2-one: New 2H-pyran-2-one synthons

被引：62

作者：

Liu, Z ^{[1
]}

Meinwald, J ^{[1
]}

机构：

[1] CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 19期

关键词：

D O I：

10.1021/jo951394t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-(Trimethylstannyl)-2H-pyran-2-one (11) and 3-(trimethylstannyl)-2H-pyran-2-one (30), readily prepared from the corresponding bromo-2H-pyran-2-ones, undergo Pd(0)-catalyzed coupling reactions with a variety of enol triflates to give 5- and 3- substituted 2H-pyran-2-ones, respectively, This reaction is applicable to the enol triflates of 14 beta-hydroxy-17-ketosteroids, and therefore may prove useful in convergent syntheses of lucibufagins and bufadienolides.

引用

页码：6693 / 6699

页数：7

共 16 条

[1] SYNTHESIS OF ORGANOTRIALKYLSTANNANES - THE REACTION BETWEEN ORGANIC HALIDES AND HEXAALKYLDISTANNANES IN THE PRESENCE OF PALLADIUM COMPLEXES [J].