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Synfacts 2005(0): 0053-0053
DOI: 10.1055/s-2005-869916
DOI: 10.1055/s-2005-869916
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Catalytic Asymmetric Synthesis of Chiral Allylic Esters
S. F. Kirsch, L. E. Overman*
University of California, Irvine, USA
Further Information
Publication History
Publication Date:
20 July 2005 (online)
Significance
The conversion of Z-allylic alcohols to trichloroacetamide derivatives allows for the formation of highly enantioenriched allylic esters through this palladium-catalyzed pathway. This is the first catalytic asymmetric allylic esterification. The starting trichloroacetimidates can be prepared quite simply from allylic alcohols and trichloroacetonitrile.