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.
authors.affiliation: Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, United Kingdom.
authors.forename: Mark E
authors.initials: ME
authors.lastname: Humphries
authors.forename: Barry P
authors.initials: BP
authors.lastname: Clark
authors.forename: Samantha
authors.initials: S
authors.lastname: Regini
authors.forename: Lara
authors.initials: L
authors.lastname: Acemoglu
authors.forename: Jonathan M J
authors.initials: JM
authors.lastname: Williams
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D000596:Amino Acids; D004952:Esters; D008024:Ligands; D010165:Palladium