Iridium-Catalyzed Asymmetric Hydrogenation of α-Alkylidene Succinimides

Authors


  • This work was partially supported by the National Natural Science Foundation of China (20972095, 21172143 and 21232004), the Science and Technology Commission of Shanghai Municipality (09JC1407800), Nippon Chemical Industrial Co., Ltd., and Shanghai Jiao Tong University. We thank Prof. Tsuneo Imamoto and Dr. Masashi Sugiya for helpful discussions. Our thanks also go to the Instrumental Analysis Center of Shanghai Jiao Tong University.

Abstract

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Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol %) and mild reaction conditions. Chiral 3-benzyl pyrrolidines and 1-hydroxypyrrolidine-2,5-diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF=tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.

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