title: Synthesis of Chiral beta 3-aminoxy peptides.
abstract: A series of chiral beta(3)-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral alpha-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of beta-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral beta(3)-aminoxy acids with nonproteinaceous side chains. The oligomers of beta(3)-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent.
authors.affiliation: Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China. yangdan@hku.hk
authors.forename: Dan
authors.initials: D
authors.lastname: Yang
authors.forename: Yu-Hui
authors.initials: YH
authors.lastname: Zhang
authors.forename: Bing
authors.initials: B
authors.lastname: Li
authors.forename: Dan-Wei
authors.initials: DW
authors.lastname: Zhang
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010455:Peptides / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000596:Amino Acids; D010455:Peptides