Palladium-catalysed asymmetric allylic substitution

A ligand design incorporating steric and electronic effects

J.V. Allen, S.J. Coote, G.J. Dawson, C.G. Frost, C.J. Martin, Jonathan M J Williams

Research output: Contribution to journalArticle

Abstract

Enantiomerically pure ligands containing a 4,5-dihydrooxazole moiety tethered to an auxiliary sulfur or phosphorus donor have been prepared. These ligands have been exploited for palladium-catalysed asymmetric allylic substitution, providing enantioselectivities of 40-96% ee. The origin of the enantioselectivity in the catalytic reaction is discussed in terms of the steric and electronic influences provided by the ligand.
Original languageEnglish
Pages (from-to)2065-2072
Number of pages8
JournalJournal of the Chemical Society: Perkin Transactions 1
Volume1994
Issue number15
DOIs
Publication statusPublished - 1994

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Palladium
Substitution reactions
Enantioselectivity
Ligands
Sulfur
Phosphorus

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Palladium-catalysed asymmetric allylic substitution : A ligand design incorporating steric and electronic effects. / Allen, J.V.; Coote, S.J.; Dawson, G.J.; Frost, C.G.; Martin, C.J.; Williams, Jonathan M J.

In: Journal of the Chemical Society: Perkin Transactions 1, Vol. 1994, No. 15, 1994, p. 2065-2072.

Research output: Contribution to journalArticle

Allen, J.V. ; Coote, S.J. ; Dawson, G.J. ; Frost, C.G. ; Martin, C.J. ; Williams, Jonathan M J. / Palladium-catalysed asymmetric allylic substitution : A ligand design incorporating steric and electronic effects. In: Journal of the Chemical Society: Perkin Transactions 1. 1994 ; Vol. 1994, No. 15. pp. 2065-2072.
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