Dual catalyst control in the amino acid-peptide-catalyzed enantioselective Baylis-Hillman reaction.
[reaction: see text] Nucleophile-loaded peptides and proline have been found to function synergistically as cocatalysts for the asymmetric ketone-based Baylis-Hillman reaction. Although neither compound is effective independently in terms of rate or enantioselectivity, their combination leads to catalysis where enantioselectivities up to 81% have been observed.
D000447:Aldehydes / Q000737:chemistry*; D002074:Butanones / Q000737:chemistry; D002384:Catalysis; D010455:Peptides / Q000737:chemistry*; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D002074:Butanones; D010455:Peptides; D011392:Proline; C057920:3-buten-2-one