Synthesis of 1-alkylthiovinyl- and 1-arylthiovinyl-phosphonium salts and their use in the formation of cyclopentanes

Abstract
The synthesis of 1-methylthiovinyltriphenyl- and 1-phenylthiovinyltriphenyl-phosphonium salts (1; R = SMe and R = SPh) by introduction of a methylene group α- to the phosphonium centre in Ph3P+CH2SR is described. The scope and limitations of the method are indicated. The salts (1; R = SMe and R = SPh) are used in the formation of highly functionalised cyclopentanes via an intramolecular Witting reaction.

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