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Enantioselective Organocatalytic Cyclopropanation via Ammonium Ylides
Author(s) -
Papageorgiou Charles D.,
Cubillo de Dios Maria A.,
Ley Steven V.,
Gaunt Matthew J.
Publication year - 2004
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.200460234
Subject(s) - cyclopropanation , enantioselective synthesis , cyclopropane , chemistry , enantiomer , amine gas treating , catalysis , ammonium , organic chemistry , organocatalysis , cinchona , combinatorial chemistry , ring (chemistry)
Highly functionalized cyclopropanes can be produced with excellent enantioselectivity through an amine‐catalyzed organocatalytic cyclopropanation process (see scheme). Catalytically generated asymmetric ammonium ylides mediate the reaction, and the cyclopropane products can be produced as either enantiomer by using quinine‐ or quinidine‐derived catalysts.