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Issue 16, 2012
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Recent advances and applications of iridium-catalysed asymmetric allylic substitution

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Abstract

Since their discovery in 1997, iridium-catalysed asymmetric allylic substitutions have been developed into a broadly applicable tool for the synthesis of chiral building blocks via C–C and C–heteroatom bond formation. The remarkable generality of these reactions and the high levels of regio- and enantioselectivity that are usually obtained in favour of the branched products have been made possible by a thorough investigation of the catalyst system and its mode of action. Therefore, today the Ir-catalysed asymmetric allylic substitution is a powerful reaction in the organic chemist's repertoire and has been used extensively for several applications. This article aims to provide an overview of the development of iridium catalysts derived from an Ir salt and a chiral phosphoramidite and their application to the enantioselective synthesis of natural products and biologically relevant compounds.

Graphical abstract: Recent advances and applications of iridium-catalysed asymmetric allylic substitution

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Publication details

The article was received on 13 Dec 2011, accepted on 13 Feb 2012 and first published on 15 Feb 2012


Article type: Perspective
DOI: 10.1039/C2OB07086C
Citation: Org. Biomol. Chem., 2012,10, 3147-3163
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    Recent advances and applications of iridium-catalysed asymmetric allylic substitution

    P. Tosatti, A. Nelson and S. P. Marsden, Org. Biomol. Chem., 2012, 10, 3147
    DOI: 10.1039/C2OB07086C

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