Chiral CO2-Synthons via Catalytic Asymmetric Hetero-Diels-Alder Reactions of Ketomalonate and Dienes

S Yao, M Roberson, F Reichel, RG Hazell…

文献索引：Yao, Sulan; Roberson, Mark; Reichel, Frank; Hazell, Rita G.; Jorgensen, Karl Anker Journal of Organic Chemistry, 1999 , vol. 64, # 18 p. 6677 - 6687

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被引用次数: 49

摘要

A catalytic enantioselective approach for the formation of chiral CO2-synthons is presented. The described methodology is based on the reaction of dienes with diethyl ketomalonate using C 2-symmetric bisoxazolines as the chiral ligands and copper (II) and zinc (II) as the Lewis acids. For cyclic dienes the reaction proceeds in good yield and with up to 93% ee for 1, 3-cyclohexadiene, while for cyclopentadiene the reaction also proceeds well at low ...