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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.