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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 19
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Original Articles

A Rapid and Convenient Synthesis of Homoallylic Alcohols by the Barbier‐Grignard Reaction

Grant J. Sormunen Department of Chemistry, University of Wisconsin‐Eau Claire, Eau Claire, Wisconsin, 54702-4004, USA
&
David E. Lewis Department of Chemistry, University of Wisconsin‐Eau Claire, Eau Claire, Wisconsin, 54702-4004, USACorrespondence[email protected]
Pages 3473-3480 | Received 02 Jun 2004, Published online: 10 Jan 2011
 
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Abstract

The use of the Barbier‐Grignard reaction, where premixed allyl bromide and the carbonyl compound are added to magnesium in ether, is reported for the synthesis of homoallylic alcohols. This reaction provides good to excellent yields of most homoallylic alcohols with minimal formation of Wurtz coupling products.

Acknowledgments

The financial support of the National Institutes of Health (Grant # 1 R15 DA013578‐01), and the University of Wisconsin–Eau Claire Office of Research and Sponsored Programs is gratefully acknowledged.

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