Tetrahedron

Generation of sulfur ylides by the desilylation of α-trimethylsilylbenzyl sulfonium salts

A Padwa, JR Gasdaska

文献索引：Padwa, Albert; Gasdaska, John R. Tetrahedron, 1988 , vol. 44, # 13 p. 4147 - 4156

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被引用次数: 26

摘要

The [2, 3]-sigmatropic rearrangement of sulfur ylides derived via the desilylation of several α- trimethylsilylbenzyl sulfonium salts has been studied. The initially formed ylide was found to rapidly equilibrate with the thermodynamically more stable ylide. In the absence of trapping reagents, a Sommelet-Hauser type rearrangement occurs.