Issue 7, 2004

Non-stabilized transition metal carbenes as intermediates in intramolecular reactions of alkynes with alkenes

Abstract

In this tutorial review we summarize the two major pathways followed in the reaction of alkenes with alkynes catalysed by electrophilic transition metals. If the metal coordinates simultaneously to the alkyne and the alkene, an oxidative cyclometallation can ensue to give a metallacyclopentene, which usually evolves by β-hydrogen elimination to give Alder-ene cycloisomerisation derivatives. On the other hand, coordination of the metal to the alkyne promotes the attack of the alkene to give metal cyclopropyl carbenes.

Graphical abstract: Non-stabilized transition metal carbenes as intermediates in intramolecular reactions of alkynes with alkenes

Article information

Article type
Tutorial Review
Submitted
02 фев. 2004
First published
13 авг. 2004

Chem. Soc. Rev., 2004,33, 431-436

Non-stabilized transition metal carbenes as intermediates in intramolecular reactions of alkynes with alkenes

A. M. Echavarren and C. Nevado, Chem. Soc. Rev., 2004, 33, 431 DOI: 10.1039/B308768A

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