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Synfacts 2007(1): 0080-0080
DOI: 10.1055/s-2006-955704
DOI: 10.1055/s-2006-955704
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Direct Lewis Acid Promoted C-Allylation of Alcohols with Allylsilanes
T. Saito, Y. Nishimoto, M. Yasuda, A. Baba*
Osaka University, Japan
Further Information
Publication History
Publication Date:
15 December 2006 (online)

Significance
This report describes a simple and highly synthetically attractive catalytic method of a direct C-allylation of several classes of alcohols via the corresponding carbocationic species. Benzylic, tertiary, allylic and some kinds of secondary alcohols can be used in this reaction. Besides substituted allylsilanes, propargylic and allenylmethylsilanes can be used successfully. Relatively inexpensive InCl3 (5 mol%) is used as the catalyst for this reaction. This process allows a simple preparation of various useful building blocks for organic synthesis, starting from cheap, readily available alcohols.