Enantioselective Michael Addition to α,β‐Unsaturated Imides Catalyzed by a Bifunctional Organocatalyst | Zendy

Hoashi Yasutaka | Zendy; Okino Tomotaka | Zendy; Takemoto Yoshiji | Zendy

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Enantioselective Michael Addition to α,β‐Unsaturated Imides Catalyzed by a Bifunctional Organocatalyst

Author(s) -

Hoashi Yasutaka,

Okino Tomotaka,

Takemoto Yoshiji

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200500459

Subject(s) - bifunctional , thiourea , moiety , michael reaction , malononitrile , chemistry , enantioselective synthesis , aryl , alkyl , adduct , catalysis , organocatalysis , organic chemistry , addition reaction , combinatorial chemistry

High enantioselectivities (up to 94 % ee ) were attained in the Michael addition of a variety of α,β‐unsaturated imides 1 and malononitrile ( 2 ) catalyzed by bifunctional thiourea 4 . The pyrrolidinone moiety of 1 plays a key role in the reaction. The reaction provides access to a variety of Michael adducts 3 (see scheme; R=aryl and alkyl groups).

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