Bicyclic‐Guanidine‐Catalyzed  Asymmetric Michael Addition  of 3‐Substituted Oxindoles to 2‐Cyclopentenone | Zendy

Yang Caiyun | Zendy; Chen Wenchao | Zendy; Yang Wenguo | Zendy; Zhu Bo | Zendy; Yan Lin | Zendy; Tan ChoonHong | Zendy; Jiang Zhiyong | Zendy

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Bicyclic‐Guanidine‐Catalyzed Asymmetric Michael Addition of 3‐Substituted Oxindoles to 2‐Cyclopentenone

Author(s) -

Yang Caiyun,

Chen Wenchao,

Yang Wenguo,

Zhu Bo,

Yan Lin,

Tan ChoonHong,

Jiang Zhiyong

Publication year - 2013

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201301011

Subject(s) - michael reaction , adduct , guanidine , cyclopentenone , variety (cybernetics) , yield (engineering) , computer science , chemistry , catalysis , organic chemistry , artificial intelligence , physics , thermodynamics

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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