Catalytic Asymmetric Synthesis of Chiral Allylic Esters
Jeffrey S. Cannon, Stefan F. Kirsch and Larry E. Overman*
*Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, Email: leovermauci.edu
J. S. Cannon, S. F. Kirsch, L. E. Overman, J. Am. Chem. Soc., 2010, 132, 15185-15191.
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Trichloroacetimidates of allylic alcohols, either generated in situ or in a separate step, undergo clean enantioselective SN2′ substitution with various carboxylic acids in the presence of a chiral palladium(II) catalyst. The scope and limitations of this useful catalytic asymmetric allylic esterification are defined.
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