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Catalytic Asymmetric Reductive Coupling of Alkynes and Aldehydes:  Enantioselective Synthesis of Allylic Alcohols and α-Hydroxy Ketones

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journal contribution
posted on 04.03.2003 by Karen M. Miller, Wei-Sheng Huang, Timothy F. Jamison
A highly enantioselective method for catalytic reductive coupling of alkynes and aldehydes is described. Allylic alcohols are afforded with complete E/Z selectivity, generally >95:5 regioselectivity, and in up to 96% ee. In conjunction with ozonolysis, this process is complementary to existing methods of enantioselective α-hydroxy ketone synthesis.