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o-Benzenedisulfonimide as a Reusable Brønsted Acid Catalyst for Hosomi-Sakurai Reactions

Margherita Barbero, Stefano Bazzi, Silvano Cadamuro, Stefano Dughera*, Claudia Piccinini

*Dipartimento di Chimica Generale e Chimica Organica, Università di Torino, Massimo d'Azeglio 48, 10125 Torino, Italy, Email:

M. Barbero, S. Bazzi, S. Cadamuro, S. Dughera, C. Piccinini, Synthesis, 2010, 315-319.

DOI: 10.1055/s-0029-1217093

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Various acetals or alcohols react with allyl(trimethyl)silane or 1-phenyl-2-(trimethylsilyl)acetylene in the presence of a catalytic amount of the Brønsted acid o-benzenedisulfonimide under mild conditions to give good yields of the allylated products. The catalyst can be easily recovered and purified for use in further reactions.

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Key Words

homogeneous catalysis, organocatalysis, Brønsted acid, Hosomi-Sakurai reaction, acetals, alcohols, allylation, benzylation

ID: J66-Y2010-0170