Palladium-catalysed asymmetric allylic substitution: A ligand design incorporating steric and electronic effects

Joanne V. Allen; Steven J. Coote; Graham J. Dawson; Christopher G. Frost; Christopher J. Martin; Jonathon M.J. Williams

doi:10.1039/p19940002065

Palladium-catalysed asymmetric allylic substitution: A ligand design incorporating steric and electronic effects

Joanne V. Allen, Steven J. Coote, Graham J. Dawson, Christopher G. Frost, Christopher J. Martin, Jonathon M.J. Williams^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

177 Citations (Scopus)

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 language	English
Pages (from-to)	2065-2072
Number of pages	8
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	15
DOIs	https://doi.org/10.1039/p19940002065
Publication status	Published - 1994

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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.",

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AU - Allen, Joanne V.

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AU - Frost, Christopher G.

AU - Martin, Christopher J.

AU - Williams, Jonathon M.J.

PY - 1994

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AB - 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.

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Palladium-catalysed asymmetric allylic substitution: A ligand design incorporating steric and electronic effects

Abstract

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