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Asymmetric Ion Pair Catalysis of 6π Electrocyclizations: Brønsted Acid Catalyzed Enantioselective Synthesis of Optically Active 1,4‐Dihydropyridazines
Author(s) -
Das Arindam,
Volla Chandra M. R.,
Atodiresei Iuliana,
Bettray Wolfgang,
Rueping Magnus
Publication year - 2013
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.201301638
Subject(s) - enantioselective synthesis , catalysis , brønsted–lowry acid–base theory , optically active , chemistry , ion , condensation , combinatorial chemistry , organic chemistry , physics , thermodynamics
Electric slide : Described is a general, operationally simple, highly enantioselective Brønsted acid catalyzed condensation/6π‐electrocyclization reaction between hydrazones and α,β‐unsaturated aldehydes that yields valuable 1,4‐dihydropyridazines. The reaction exhibits high tolerance towards functional groups and affords products with up to 98 % ee.