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Synfacts 2010(5): 0584-0584  
DOI: 10.1055/s-0029-1219668
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Allyl Vinyl Ethers by Copper-Promoted Coupling of Vinyl Boronates to Alcohols

Contributor(s): Paul Knochel, Andreas J. Wagner
R. E. Shade, A. M. Hyde, J.-C. Olsen, C. A. Merlic*
University of California, Los Angeles, USA
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Publication History

Publication Date:
22 April 2010 (online)

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Significance

A cross-coupling methodology for the synthesis of allyl vinyl ethers from vinyl boronates and allylic alcohols mediated by Cu(OAc)2 is reported and a plausible reaction mechanism is presented. A variety of functional groups is tolerated, such as acetals, esters or sulfides.