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One-Pot Synthesis of Vinylstannanes from Ketones
A. Darwish, J. M. Chong*
University of Waterloo, Canada
24 April 2007 (online)
Vinylstannanes are extremely useful synthetic intermediates and convenient precursors to vinyllithium species or in Pd-catalyzed Stille cross-coupling reactions. Several methods for the conversion of ketones into vinylstannanes have been reported but this publication describes the most simple, general, and high-yielding protocol for this transformation. In the case of substituted cycloalkylketones, only one product regioisomer is formed. The authors also described a useful procedure for the removal of the excess of Bu3SnH from reaction mixtures using AIBN×CHCl3.