Vicinal Functionalization of Propiolate Esters via Catalytic Carbocupration: Stereoselective Formation of Substituted Vinyl Silanes
Amanda J. Mueller Hendrix and Michael P. Jennings*
*Department of Chemistry, The University of Alabama,
Tuscaloosa, Alabama 35487-0336, Email: jenningm
bama.ua.edu
A. J. Mueller Hendrix, M. P. Jennings, Org. Lett., 2010, 12, 2750-2753.
DOI: 10.1021/ol100854j
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Abstract
A copper-catalzed functionalization of propiolate esters with various Grignard reagents in presence of trimethylsilyl trifluoromethanesulfonate enables the synthesis of substituted E-vinyl silanes in good yields and excellent diastereoselectivities via a catalytic carbocupration-silicon group migration sequence.
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Key Words
vinylsilanes, unsaturated compounds
ID: J54-Y2010-1640
