1, 4-Addition of Diorganozincs to. ALPHA.,. BETA.-Unsaturated Ketones Catalyzed by a Copper (I)-Sulfonamide Combined System.

M Kitamura, T Miki, K Nakano, R Noyori

文献索引：Kitamura, Masato; Miki, Takashi; Nakano, Keiji; Noyori, Ryoji Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 4 p. 999 - 1014

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被引用次数: 76

摘要

A mixture of CuCN and N-benzylbenzenesulfonamide catalyzes the 1, 4-addition of dialkylzincs or diarylzincs (Cu: Zn= 1: 200 to 1: 10000) to α, β-unsaturated ketones to give, after aqueous workup, the corresponding β-substituted ketones in nearly quantitative yields. A range of cyclic enones having s-cis or s-trans geometries as well as conformationally flexible acyclic enones are usable as substrates. The ethyl group migrates more readily ...