Macrocyclic Cyclopropenes by Highly Enantioselective Intramolecular Addition of Metal Carbenes to Alkynes

Macrocyclic Cyclopropenes by Highly Enantioselective Intramolecular Addition of Metal Carbenes to Alkynes

The intramolecular addition of a diazo ester group to a triple bond in the presence of chiral dirhodium(II) carboxamidate catalysts gives macrocyclic lactones with a fused cycloproprene ring [Eq. (a)]. This efficient reaction is characterized by high enantiocontrol (up to 98% ee) and chemoselectivit...

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Veröffentlicht in:Angewandte Chemie International Edition 1999-03, Vol.38 (5), p.700-702
Hauptverfasser: Doyle, Michael P., Ene, Doina G., Peterson, Chad S., Lynch, Vince
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetric synthesis
Carbene complexes
Homogeneous catalysis
Macrocycles
Rhodium
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Zusammenfassung:The intramolecular addition of a diazo ester group to a triple bond in the presence of chiral dirhodium(II) carboxamidate catalysts gives macrocyclic lactones with a fused cycloproprene ring [Eq. (a)]. This efficient reaction is characterized by high enantiocontrol (up to 98% ee) and chemoselectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/(SICI)1521-3773(19990301)38:5<700::AID-ANIE700>3.0.CO;2-3