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Bicyclic guanidine-catalyzed asymmetric Michael additions of

3-benzyl-substituted oxindoles to N-maleimides


Lixin Li, Wenchao Chen, Wenguo Yang, Yuanhang Pan, Hongjun Liu, Choon-Hong Tan and Zhiyong Jiang


Abstract: A bicyclic guanidine-catalyzed Michael addition of 3-benzyl substituted oxindoles to N-maleimides has been developed to produce oxindole derivatives with a quaternary carbon chiral center at the 3-position in excellent yields and enantio- and diastereoselectivities. This is the first incorporation of N-benzylic α-branched succinimides into 3,3-disubstituted oxindoles.


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