Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions.
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.
Humphries
Mark E
ME
Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, United Kingdom.
Clark
Barry P
BP
Regini
Samantha
S
Acemoglu
Lara
L
Williams
Jonathan M J
JM
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
D000498:Allyl Compounds; D000596:Amino Acids; D004952:Esters; D008024:Ligands; D010165:Palladium