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Letter

B(C₆F₅)₃-Catalyzed Allylation of Propargyl Acetates with Allylsilanes

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Todd Schwier, Michael Rubin, and Vladimir Gevorgyan*

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061

Org. Lett., 2004, 6 (12), pp 1999–2001

DOI: 10.1021/ol0494055

Publication Date (Web): May 15, 2004

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, vlad@uic.edu

Abstract

An efficient method for the B(C₆F₅)₃-catalyzed allylation of secondary propargylic alcohol derivatives with allylsilanes has been developed. This method allows for the facile synthesis of a variety of 1,5-enynes in good to high yields with a number of functionalities, such as nitro, chloro, ester, and boronic ester, being tolerated under the reaction conditions.

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Published In Issue June 10, 2004
Received March 31, 2004

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Letter

B(C₆F₅)₃-Catalyzed Allylation of Propargyl Acetates with Allylsilanes