Premium
Highly Enantioselective Catalytic Hetero‐Diels–Alder Reaction with Inverse Electron Demand
Author(s) -
Thorhauge Jacob,
Johannsen Mogens,
Jørgensen Karl Anker
Publication year - 1998
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/(sici)1521-3773(19980918)37:17<2404::aid-anie2404>3.0.co;2-d
Subject(s) - enantioselective synthesis , catalysis , alkoxy group , alkyl , aryl , chemistry , enantiomer , organic chemistry , diels–alder reaction , copper , medicinal chemistry
Valuable substrates for the synthesis of natural products , compounds 3 (R 1 =alkyl, aryl, alkoxy; R 2 , R 3 =alkyl) are formed from β , γ ‐unsaturated α ‐keto esters 1 and vinyl ethers 2 by the title reaction [Eq. (1)]. Copper( II ) bisoxazolines act as catalysts, and in many cases enantiomeric excesses higher than 99.5 % are achieved.