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
收藏
页码：6693 / 6699
页数：7
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