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The First Example of an Increase in the Enantioselectivity of a Chemical Reaction in the Presence of a Chiral Lewis Acid under High Pressure
Author(s) -
Tietze Lutz F.,
Ott Christian,
Gerke Kerstin,
Buback Michael
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199314851
Subject(s) - lewis acids and bases , intramolecular force , enantiomer , chemistry , chiral lewis acid , bar (unit) , enantioselective synthesis , diels–alder reaction , stereochemistry , medicinal chemistry , organic chemistry , catalysis , physics , meteorology
The enantioselectivity increases from 4.5 to 20.4% ee in favor of the (–)‐enantiomer in the intramolecular hetero‐Diels‐Alder reaction of 1 , which provides 2 and 3 when the pressure is increased from 1 to 5000 bar. A chiral Lewis acid is also employed in this reaction.