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Direct Asymmetric anti‐Mannich‐Type Reactions Catalyzed by Cinchona Alkaloid Derivatives
Authors:Ying Jin  Di Chen  Xiu Rong Zhang
Affiliation:1. Department of Pharmacy, Jilin Medical College, Jilin, China;2. Department of Pharmacy, Wenzhou Medical University, Wenzhou, Zhejiang, China
Abstract:
A series of cinchona alkaloid derivatives were used to catalyze the asymmetric anti‐Mannich‐type reaction of 3‐methyl‐2‐oxindole with N‐tosyl aryl aldimines. The resulting anti‐3,3‐disubstituted 2‐oxindole products were obtained in good yields (up to 92%) with high diastereo‐ and enantioselectivities (anti/syn up to 97:3 and 91% ee). Chirality 26:801–805, 2014. © 2014 Wiley Periodicals, Inc.
Keywords:cinchona alkaloid derivatives  asymmetric  anti‐Mannich reaction  anti‐3,3‐disubstituted 2‐oxindole
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