Issue 6, 2010

Synthetic applications of rhodium catalysed conjugate addition

Abstract

The rhodium catalysed conjugate addition of organometallics to activated alkenes is a powerful synthetic tool for establishing new carboncarbon bonds often with high stereoselectivity. The introduction of a practical, efficient method for introducing functionalised aryl and alkenyl fragments with predictable stereocontrol has caught the attention of synthetic chemists and emerging examples are growing in number and complexity. In this tutorial review, we document notable advances in the application of rhodium catalysed conjugate addition processes within the context of synthesis of complex molecules and intermediates in drug discovery. The chosen examples illustrate important issues regarding scope, selectivity and reactivity that will help guide the selection of appropriate donor and acceptor to achieve the desired carboncarbon bond construction when planning new synthetic routes.

Graphical abstract: Synthetic applications of rhodium catalysed conjugate addition

Article information

Article type
Tutorial Review
Submitted
10 Feb 2010
First published
21 Apr 2010

Chem. Soc. Rev., 2010,39, 2093-2105

Synthetic applications of rhodium catalysed conjugate addition

H. J. Edwards, J. D. Hargrave, S. D. Penrose and C. G. Frost, Chem. Soc. Rev., 2010, 39, 2093 DOI: 10.1039/B919762C

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