Copper-Promoted Coupling of Vinyl Boronates and Alcohols: A Mild Synthesis of Allyl Vinyl Ethers
Ryan E. Shade, Alan M. Hyde, John-Carl Olsen and Craig A. Merlic*
*Department of Chemistry and Biochemistry, University of
California, Los Angeles, California 90095-1569, Email: merlic
chem.ucla.edu
R. E. Shade, A. M. Hyde, J.-C. Olsen, C. A. Merlic, J. Am. Chem. Soc., 2010, 132, 1202-1203.
DOI: 10.1021/ja907982w
see article for more reactions
Abstract
A stereospecific and stereoselective, copper-promoted coupling of vinyl pinacol boronate esters and alcohols allows the synthesis of enol ethers in very good yields, is compatible with various functional groups, and occurs at room temperature. Cupric acetate is the copper source, and triethylamine buffer is used to prevent protodeboration.
see article for more examples
Key Words
ID: J48-Y2010-0270
