Palladium on Charcoal plus Enantiopure Amino Alcohols as Catalytic Systems for the Enantioselective 1, 4??Reduction of α??Substituted α, β??Unsaturated Ketones

C Thorey, S Bouquillon, A Helimi…

文献索引：Thorey, Claire; Bouquillon, Sandrine; Helimi, Abdellatif; Henin, Francoise; Muzart, Jacques European Journal of Organic Chemistry, 2002 , # 13 p. 2151 - 2159

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被引用次数: 21

摘要

Abstract The chemoselective reduction of α, β-unsaturated cyclic ketones 1− 7 to the corresponding saturated ketones 8− 12 was shown to proceed mainly by 1, 4-addition of hydrogen to the activated double bond, resulting in enolic species. These entities could be selectively protonated in the presence of enantiopure amino alcohols to afford the corresponding saturated ketones with ee values of up to 47%.(© Wiley-VCH Verlag GmbH ...