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| PAPER | Synthesis 2007: 1315-1324
DOI: 10.1055/s-2007-966017 |
© Georg Thieme Verlag Stuttgart · New York
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2-(Trimethylsilyl)ethyl Sulfoxides as a Convenient Source of Sulfenate Anions
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| Florian Foucoina, Caroline Caupènea, Jean-François Lohiera, Jana Sopkova de Oliveira Santosb, Stéphane Perrio*a, Patrick Metznera |
a Laboratoire de Chimie Moléculaire et Thio-Organique (UMR CNRS 6507), ENSICAEN, Université de Caen-Basse Normandie, 6 Boulevard du Maréchal Juin, 14050 Caen, France
Fax: +33(2)31452877; e-Mail: perrio@ensicaen.fr;
b Centre d"Etudes et de Recherche sur le Médicament de Normandie (UPRES EA 3915), Université de Caen Basse-Normandie, 5 Rue Vaubénard, 14032 Caen, France
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Received
9 February 2007 |
Abstract
The present report describes the novel and smooth generation of sulfenate salts by fluoride-mediated cleavage of 2-(trimethylsilyl)ethyl sulfoxides. Efficiency of the process was elucidated through further reaction with alkyl halides to give stable sulfoxide end products. Key words
sulfoxides - sulfenate salts - silicon - fluorine - alkylation
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