Premium
Chiral Brønsted Acid Catalyzed Enantioselective Aza‐Diels–Alder Reaction of Brassard's Diene with Imines
Author(s) -
Itoh Junji,
Fuchibe Kohei,
Akiyama Takahiko
Publication year - 2006
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.200601345
Subject(s) - enantioselective synthesis , aldimine , diene , diels–alder reaction , catalysis , brønsted–lowry acid–base theory , pyridinium , chemistry , organic chemistry , salt (chemistry) , alder , biology , botany , natural rubber
Brønsted, Brassard, Diels, and Alder : Aldimines 1 undergo aza‐Diels–Alder reactions with Brassard's diene 2 in the presence of a chiral cyclic phosphate pyridinium salt 4 as a chiral Brønsted acid to give α,β‐unsaturated δ‐lactams 3 with excellent enantioselectivity.