Enantioselective Synthesis of α‐Alkylidene‐γ‐Butyrolactones: Intramolecular Rauhut–Currier Reaction Promoted by Acid/Base Organocatalysts | Zendy

Takizawa Shinobu | Zendy; Nguyen Tue MinhNhat | Zendy; Grossmann André | Zendy; Enders Dieter | Zendy; Sasai Hiroaki | Zendy

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Enantioselective Synthesis of α‐Alkylidene‐γ‐Butyrolactones: Intramolecular Rauhut–Currier Reaction Promoted by Acid/Base Organocatalysts

Author(s) -

Takizawa Shinobu,

Nguyen Tue MinhNhat,

Grossmann André,

Enders Dieter,

Sasai Hiroaki

Publication year - 2012

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.201201542

Subject(s) - enantioselective synthesis , lewis acids and bases , diastereomer , chemistry , intramolecular force , catalysis , brønsted–lowry acid–base theory , base (topology) , stereochemistry , organic chemistry , mathematics , mathematical analysis

Teaming up : The title reaction has been developed to deliver the product α‐alkylidene‐γ‐butyrolactones as single diastereomers with up to 98 % ee (see scheme; Ts=4‐toluenesulfonyl). The enantioselective process is catalyzed by 1 , which contains both Lewis base and Brønsted acid moieties.

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