Synthetic applications of rhodium catalysed conjugate addition

Hannah J Edwards, Jonathan D Hargrave, S D Penrose, Christopher G Frost

Research output: Contribution to journalArticle

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Abstract

The rhodium catalysed conjugate addition of organometallics to activated alkenes is a powerful synthetic tool for establishing new carbon-carbon 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 carbon-carbon bond construction when planning new synthetic routes.
LanguageEnglish
Pages2093-2105
Number of pages13
JournalChemical Society Reviews
Volume39
Issue number6
DOIs
StatusPublished - Jun 2010

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Rhodium
Carbon
Stereoselectivity
Alkenes
Organometallics
Planning
Molecules

Cite this

Edwards, H. J., Hargrave, J. D., Penrose, S. D., & Frost, C. G. (2010). Synthetic applications of rhodium catalysed conjugate addition. DOI: 10.1039/b919762c

Synthetic applications of rhodium catalysed conjugate addition. / Edwards, Hannah J; Hargrave, Jonathan D; Penrose, S D; Frost, Christopher G.

In: Chemical Society Reviews, Vol. 39, No. 6, 06.2010, p. 2093-2105.

Research output: Contribution to journalArticle

Edwards, HJ, Hargrave, JD, Penrose, SD & Frost, CG 2010, 'Synthetic applications of rhodium catalysed conjugate addition' Chemical Society Reviews, vol. 39, no. 6, pp. 2093-2105. DOI: 10.1039/b919762c
Edwards HJ, Hargrave JD, Penrose SD, Frost CG. Synthetic applications of rhodium catalysed conjugate addition. Chemical Society Reviews. 2010 Jun;39(6):2093-2105. Available from, DOI: 10.1039/b919762c
Edwards, Hannah J ; Hargrave, Jonathan D ; Penrose, S D ; Frost, Christopher G. / Synthetic applications of rhodium catalysed conjugate addition. In: Chemical Society Reviews. 2010 ; Vol. 39, No. 6. pp. 2093-2105
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