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The First Organocatalytic Enantioselective Inverse‐Electron‐Demand Hetero‐Diels–Alder Reaction
Author(s) -
Juhl Karsten,
Jørgensen Karl Anker
Publication year - 2003
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.200250652
Subject(s) - enantioselective synthesis , pyrrolidine , pyridine , inverse , chemistry , diels–alder reaction , catalysis , organic chemistry , mathematics , geometry
Catalyzed by chiral amines , aldehydes undergo diastereo‐ and enantioselective inverse‐electron‐demand hetero‐Diels–Alder reactions with enones (see scheme; PCC = pyridine chlorochromate). The reaction has been optimized with respect to different pyrrolidine catalysts, and tested with various aldehydes and enones.