Premium
Highly Enantioselective Aza‐Diels–Alder Reaction of 1‐Azadienes with Enecarbamates Catalyzed by Chiral Phosphoric Acids
Author(s) -
He Long,
Laurent Gregory,
Retailleau Pascal,
Folléas Benoît,
Brayer JeanLouis,
Masson Géraldine
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.201304969
Subject(s) - phosphoric acid , enantioselective synthesis , catalysis , chemistry , diels–alder reaction , aryl , organic chemistry , combinatorial chemistry , alkyl
On demand : A highly enantio‐ and diastereoselective synthesis of 6‐amino‐ trisubstituted tetrahydropyridine compounds has been developed through the inverse‐electron‐demand aza‐Diels–Alder reaction of N‐aryl α,β‐unsaturated ketimines with enecarbamates ( E )‐ 1 . Chiral phosphoric acid catalysts achieve simultaneous activation of both the 1‐azadiene and dienophile partners.