Development of Zn–ProPhenol??Catalyzed Asymmetric Alkyne Addition: Synthesis of Chiral Propargylic Alcohols

…, MJ Bartlett, AH Weiss, AJ von Wangelin…

Index: Trost, Barry M.; Bartlett, Mark J.; Weiss, Andrew H.; Vonwangelin, Axel Jacobi; Chan, Vincent S. Chemistry - A European Journal, 2012 , vol. 18, # 51 p. 16498 - 16509

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Citation Number: 31

Abstract

Abstract The development of a general and practical zinc-catalyzed enantioselective alkyne addition methodology is reported. The commercially available ProPhenol ligand (1) has facilitated the addition of a wide range of zinc alkynylides to aryl, aliphatic, and α, β- unsaturated aldehydes in high yield and enantioselectivity. New insights into the mechanism of this reaction have resulted in a significant reduction in reagent stoichiometry, enabling ...