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Synfacts 2007(2): 0194-0194
DOI: 10.1055/s-2006-955798
DOI: 10.1055/s-2006-955798
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Iron-Catalyzed Carbomagnesiation of Propargylic Alcohols
D. Zhang, J. M. Ready*
The University of Texas Southwestern Medical Center at Dallas, USA
Further Information
Publication History
Publication Date:
23 January 2007 (online)
Significance
The addition of organometallic reagents to alkynes is an important method for forming a new C-C bond. The authors report here a novel Fe-catalyzed carbomagnesiation of propargylic and homopropargylic alcohols. It offers a simple preparation of a broad variety of polysubstituted allylic and homoallylic alcohols, using environmentally benign reagents and catalysts. The products are obtained with excellent regio- andE/Z selectivity and in good yields. Enantiopure propargylic alcohols react with retention of chirality.