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Paper | Regular issue | Vol 68, No. 11, 2006, pp.2327-2333
Published online, 22nd September, 2006
DOI: 10.3987/COM-06-10856
L-Proline-Catalyzed Asymmetric Aldol Condensation of N-Substituted Isatins with Acetone

Gang Chen, Ye Wang, Hongping He, Suo Gao, Xiaosheng Yang, and Xiaojiang Hao*

*State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China

Abstract

L-proline-catalyzed asymmetric aldol condensation of several isatin derivatives with acetone is reported. The desired products were obtained in highly yield with the ee among 30-79%. The substitutes of N can deeply effect the ee value of products, and a novel mechanism is also described.