Issue 17, 2010

Highly efficient Rh(i) and Ir(i) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols

Abstract

A highly efficient rhodium(I) and iridium(I) catalysed dihydroalkoxylation reaction of alkyne diols is employed here for the synthesis of spiroketals and a fused bicyclic ketal. The two metal catalysts show differential selectivity and efficiency for either the cyclisation of the 5-exo or 6-endo-membered rings. For the first time, a dual metal (Rh and Ir) catalyst system is effectively utilised for the formation of the 5,6-spiroketals, more efficiently than the single metal catalysts. The two different metals create a dual activation pathway to enhance the 5- and 6-membered ring closure as compared with the equivalent single catalysts.

Graphical abstract: Highly efficient Rh(i) and Ir(i) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols

Supplementary files

Article information

Article type
Paper
Submitted
21 Dec 2009
Accepted
04 Feb 2010
First published
09 Mar 2010

Dalton Trans., 2010,39, 4062-4069

Highly efficient Rh(I) and Ir(I) single and dual metal catalysed dihydroalkoxylation reactions of alkyne diols

J. H. H. Ho, R. Hodgson, J. Wagler and B. A. Messerle, Dalton Trans., 2010, 39, 4062 DOI: 10.1039/B926773E

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