Asymmetric Ion Pair Catalysis of 6π Electrocyclizations: Brønsted Acid Catalyzed Enantioselective Synthesis of Optically Active 1,4‐Dihydropyridazines | Zendy

Das Arindam | Zendy; Volla Chandra M. R. | Zendy; Atodiresei Iuliana | Zendy; Bettray Wolfgang | Zendy; Rueping Magnus | Zendy

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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.

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