Catalytic Asymmetric Synthesis of Chiral Allylic Esters

JS Cannon, SF Kirsch, LE Overman

文献索引：Cannon, Jeffrey S.; Kirsch, Stefan F.; Overman, Larry E. Journal of the American Chemical Society, 2010 , vol. 132, # 43 p. 15185 - 15191

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被引用次数: 47

摘要

A broadly useful catalytic enantioselective synthesis of branched allylic esters from prochiral (Z)-2-alkene-1-ols has been developed. The starting allylic alcohol is converted to its trichloroacetimidate intermediate by reaction with trichloroacetonitrile, either in situ or in a separate step, and this intermediate undergoes clean enantioselective SN2′ substitution with a variety of carboxylic acids in the presence of the palladium (II) catalyst (R p, S)-di-μ- ...