Bicyclic guanidine-catalyzed asymmetric Michael additions of 3-benzyl-substituted oxindoles to N-maleimides

Bicyclic guanidine-catalyzed asymmetric Michael additions of 3-benzyl-substituted oxindoles to N-maleimides

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 o...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2012-01, Vol.48 (42), p.5124-5126
Hauptverfasser: Li, Lixin, Chen, Wenchao, Yang, Wenguo, Pan, Yuanhang, Liu, Hongjun, Tan, Choon-Hong, Jiang, Zhiyong
Format: Artikel
Sprache:eng
Schlagworte:
Bridged Bicyclo Compounds - chemistry
Catalysis
Guanidine - chemistry
Indoles - chemistry
Maleimides - chemistry
Stereoisomerism
Succinimides - chemistry
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc31587d