Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions

M E Humphries; B P Clark; S Regini; L Acemoglu; J M J Williams

doi:10.1002/chir.10173

Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions

M E Humphries, B P Clark, S Regini, L Acemoglu, J M J Williams

Department of Chemistry

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

9 Citations (SciVal)

Abstract

Enantiomerically pure alpha-amino esters were applied in palladium catalysed allylic substitution reactions with moderate diastereoselectivity (up to 70% d.e.) using achiral ligands on symmetrical allylic acetates. Nucleophilic substitution of amino esters with enantiomerically pure ligands enabled diastereoselective ratios of 95:5 to be obtained.

Original language	English
Pages (from-to)	190-195
Number of pages	6
Journal	Chirality
Volume	15
Issue number	2
DOIs	https://doi.org/10.1002/chir.10173
Publication status	Published - 2003

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ID number: ISI:000180696800013

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10.1002/chir.10173

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title = "Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions",

abstract = "Enantiomerically pure alpha-amino esters were applied in palladium catalysed allylic substitution reactions with moderate diastereoselectivity (up to 70% d.e.) using achiral ligands on symmetrical allylic acetates. Nucleophilic substitution of amino esters with enantiomerically pure ligands enabled diastereoselective ratios of 95:5 to be obtained.",

author = "Humphries, {M E} and Clark, {B P} and S Regini and L Acemoglu and Williams, {J M J}",

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T1 - Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions

AU - Humphries, M E

AU - Clark, B P

AU - Regini, S

AU - Acemoglu, L

AU - Williams, J M J

N1 - ID number: ISI:000180696800013

PY - 2003

Y1 - 2003

N2 - Enantiomerically pure alpha-amino esters were applied in palladium catalysed allylic substitution reactions with moderate diastereoselectivity (up to 70% d.e.) using achiral ligands on symmetrical allylic acetates. Nucleophilic substitution of amino esters with enantiomerically pure ligands enabled diastereoselective ratios of 95:5 to be obtained.

AB - Enantiomerically pure alpha-amino esters were applied in palladium catalysed allylic substitution reactions with moderate diastereoselectivity (up to 70% d.e.) using achiral ligands on symmetrical allylic acetates. Nucleophilic substitution of amino esters with enantiomerically pure ligands enabled diastereoselective ratios of 95:5 to be obtained.

U2 - 10.1002/chir.10173

DO - 10.1002/chir.10173

M3 - Article

SN - 0899-0042

VL - 15

SP - 190

EP - 195

JO - Chirality

JF - Chirality

IS - 2

ER -

Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions

Abstract

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