TANDEM PUMMERER DIELS-ALDER SEQUENCE FOR THE PREPARATION OF ALPHA-THIO SUBSTITUTED NAPHTHALENE DERIVATIVES

被引:38
作者
COCHRAN, JE [1 ]
PADWA, A [1 ]
机构
[1] EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
关键词
D O I
10.1016/0040-4039(95)00574-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alpha-thiocarbocation generated from the Pummerer reaction of an o-benzoyl substituted sulfoxide is intercepted by the adjacent keto group to produce an alpha-thio-isobenzofuran as a transient intermediate which undergoes a subsequent Diels-Alder cycloaddition with added dienophiles.
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页码:3495 / 3498
页数:4
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