title: C(alpha)-tetrasubstituted amino acid based peptides in asymmetric catalysis.
abstract: C(alpha)-tetrasubstituted alpha-amino acids constitute a powerful tool for controlling the conformation of short peptide sequences. Chiral peptides may be used in stereoselective reactions both for asymmetric induction and in kinetic resolution. By reviewing recent data from our own laboratories and by presenting new results on the stereoselective oxidation of chalcone to the corresponding oxide, this contribution shows that the control of peptide conformation is a critical issue in order to achieve successful stereoselective catalysis.
authors.affiliation: Department of Chemical Sciences, University of Padova, 35131 Padova, Italy.
authors.forename: Giulia
authors.initials: G
authors.lastname: Licini
authors.forename: Marcella
authors.initials: M
authors.lastname: Bonchio
authors.forename: Quirinus B
authors.initials: QB
authors.lastname: Broxterman
authors.forename: Bernard
authors.initials: B
authors.lastname: Kaptein
authors.forename: Alessandro
authors.initials: A
authors.lastname: Moretto
authors.forename: Claudio
authors.initials: C
authors.lastname: Toniolo
authors.forename: Paolo
authors.initials: P
authors.lastname: Scrimin
mesh_terms: D000215:Acylation; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D002599:Chalcone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D047188:Chalcones; D004852:Epoxy Compounds / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D007700:Kinetics; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010455:Peptides / Q000737:chemistry*; D010626:Phenylethyl Alcohol / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D047188:Chalcones; D004852:Epoxy Compounds; D007659:Ketones; D010455:Peptides; C028770:chalcone epoxide; D002599:Chalcone; D010626:Phenylethyl Alcohol