通过 1,6-共轭加成反应不对称有机催化合成手性 3,3-二取代氧吲哚。
Asymmetric organocatalytic synthesis of chiral 3,3-disubstituted oxindoles via a 1,6-conjugate addition reaction.
机构信息
Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
出版信息
Org Biomol Chem. 2018 Jul 25;16(29):5301-5309. doi: 10.1039/c8ob01169a.
A highly efficient synthesis of chiral 3,3-disubstituted oxindoles was developed using a chiral spirocyclic phosphoric acid catalyzed 1,6-conjugate addition reaction of para-quinone methides derived from N-unprotected isatins with indoles. The reaction proceeds under mild reaction conditions to provide indole-containing N-unprotected oxindoles bearing quaternary stereocenters in good yields and with moderate to excellent enantioselectivities (up to 97% ee).
发展了一种高效合成手性 3,3-二取代氧吲哚的方法，使用手性螺环磷酸催化 N-未保护的色酮与吲哚的 1,6-共轭加成反应。该反应在温和的反应条件下进行，以高收率和中等至优异的对映选择性（高达 97%ee）提供含有季立体中心的 N-未保护的氧吲哚。
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