Bicyclic-guanidine-catalyzed asymmetric Michael addition of 3-substituted oxindoles to 2-cyclopentenone

Taking the Michael: The first highly enantio- and diastereoselective Michael addition of various 3-benzyl-substituted oxindoles to 2-cyclopentenone has been developed. A variety of 3,3-disubstituted oxindoles as Michael adducts were obtained in 69–99 % yield with 73–98 % ee and 9:1 to >20:1 d.r....

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Bibliographic Details
Main Authors: Yang, Caiyun, Chen, Wenchao, Yang, Wenguo, Zhu, Bo, Yan, Lin, Tan, Choon-Hong, Jiang, Zhiyong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
Online Access:https://hdl.handle.net/10356/102113
http://hdl.handle.net/10220/18901
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Institution: Nanyang Technological University
Language: English
Description
Summary:Taking the Michael: The first highly enantio- and diastereoselective Michael addition of various 3-benzyl-substituted oxindoles to 2-cyclopentenone has been developed. A variety of 3,3-disubstituted oxindoles as Michael adducts were obtained in 69–99 % yield with 73–98 % ee and 9:1 to >20:1 d.r.