Chemical Communications

Sulfoxide induced sigmatropic rearrangement (SISR) of methyl 1-methylsulfanylvinyl sulfoxides

BF Bonini, MC Franchini, MA Wegman

Index: Bonini, Bianca F.; Franchini, Mauro Comes; Mazzanti, Germana; Slief, Jan-Willem; Wegman, Margreth A.; Zwanenburg, Binne Chemical Communications, 1997 , # 11 p. 1011 - 1012

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Citation Number: 3

Abstract

The sigmatropic rearrangement of allylic sulfoxides in the presence of a thiophilic reagent leads to allylic alcohols.1 A special sequence which includes this reaction is the rearrange- ment of a-arylsulfinylacrylates to 4-hydroxyalk-2-enoate esters.2 In this sequence a thiophilic base first