Enantioselective Organocatalytic Cyclopropanation via Ammonium Ylides

Enantioselective Organocatalytic Cyclopropanation via Ammonium Ylides

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 ena...

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Veröffentlicht in:Angewandte Chemie International Edition 2004-09, Vol.43 (35), p.4641-4644
Hauptverfasser: Papageorgiou, Charles D., Cubillo de Dios, Maria A., Ley, Steven V., Gaunt, Matthew J.
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric synthesis
cyclopropanation
nitrogen heterocycles
organocatalysis
ylides
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200460234