Gold(I)-Catalyzed Intermolecular Cyclopropanation of Enynes with Alkenes: Trapping of Two Different Gold Carbenes

Caught in a trap: Intermolecular cyclopropanation reactions of enynes with alkenes allows the synthesis of complex cyclic systems with gold(I) catalysts under mild conditions. Furthermore, gold carbenes are trapped intermolecularly with alkenes (see scheme; L=ligand), thereby providing experimental...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2006-09, Vol.45 (36), p.6029-6032
Main Authors: López, Salomé, Herrero-Gómez, Elena, Pérez-Galán, Patricia, Nieto-Oberhuber, Cristina, Echavarren, Antonio M.
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
Alkynes - chemical synthesis
Alkynes - chemistry
Catalysis
Cyclization
cyclopropanation
Cyclopropanes - chemistry
enynes
gold
Gold - chemistry
Hydrocarbons - chemistry
Methane - analogs & derivatives
Methane - chemistry
rearrangement
Stereoisomerism
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Summary:Caught in a trap: Intermolecular cyclopropanation reactions of enynes with alkenes allows the synthesis of complex cyclic systems with gold(I) catalysts under mild conditions. Furthermore, gold carbenes are trapped intermolecularly with alkenes (see scheme; L=ligand), thereby providing experimental evidence for the involvement of two different types of metal carbenes in the skeletal rearrangement of enynes.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200602448