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2-(Trimethylsilyl)ethyl Sulfoxides as a Convenient Source of Sulfenate Anions

Florian Foucoin, Caroline Caupène, Jean-François Lohier, Jana Sopkova de Oliveira Santos, Stéphane Perrio*, Patrick Metzner

*Laboratoire de Chimie Moléculaire et Thio-Organique (UMR CNRS 6507), ENSICAEN, Université de Caen-Basse Normandie, 6 Boulevard du Maréchal Juin, 14050 Caen , France, Email: perrioensicaen.fr

F. Foucoin, C. Caupène, F.-F. Lohier, J. S. de Oliveira Santos, S. Perrio, P. Metzner, Synthesis, 2007, 1315-1324.

DOI: 10.1055/s-2007-966017


Abstract

The smooth generation of sulfenate salts by fluoride-mediated cleavage of 2-(trimethylsilyl)ethyl sulfoxides and subsequent reaction with alkyl halides gives stable sulfoxides.

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Key Words

sulfoxides, sulfenate salts, silicon, fluorine, alkylation


ID: J66-Y2007-1460