Issue 23, 2015

Rhodium(ii)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

Abstract

The selective functionalisation of C–H bonds is a powerful strategy for the construction of organic molecules and the Rh(II)-catalysed C–H insertion reaction is a particularly robust and useful tool for this purpose. This review discusses the insertion of Rh(II) carbenes into C–H bonds that are activated by α-oxygen substituents, focusing on the trends that have been observed in reactivity and selectivity, and the applications of this reaction to the total synthesis of complex natural products.

Graphical abstract: Rhodium(ii)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

Article information

Article type
Review Article
Submitted
13 Feb 2015
Accepted
13 Apr 2015
First published
12 May 2015

Org. Biomol. Chem., 2015,13, 6419-6431

Author version available

Rhodium(II)-catalysed intramolecular C–H insertion α- to oxygen: reactivity, selectivity and applications to natural product synthesis

F. J. Lombard and M. J. Coster, Org. Biomol. Chem., 2015, 13, 6419 DOI: 10.1039/C5OB00311C

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