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

Fanny J. Lombard | Zendy; Mark J. Coster | Zendy

Open Access

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

Author(s) -

Fanny J. Lombard,

Mark J. Coster

Publication year - 2015

Publication title -

organic and biomolecular chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.923

H-Index - 146

eISSN - 1477-0539

pISSN - 1477-0520

DOI - 10.1039/c5ob00311c

Subject(s) - chemistry , reactivity (psychology) , rhodium , intramolecular force , selectivity , natural product , insertion reaction , oxygen , total synthesis , combinatorial chemistry , stereochemistry , catalysis , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology

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.

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