title: Use of bis-(chiral alpha-methylbenzyl)glycine esters for synthesis of enantiopure beta-hydroxyamino esters.
abstract: [reaction: see text] Aldol reactions using bis-(chiral alpha-methylbenzyl)glycine esters with aldehydes gave excellent diastereoselectivity. Thus, an enantiopure ribosylglycine was prepared for the synthesis of analogues of the natural antibiotics muraymycin. This method was extended for formation of beta-hydroxyamino esters.
authors.affiliation: Chemical Sciences, Wyeth Research, Pearl River, New York 10965, USA.
authors.forename: Ayako
authors.initials: A
authors.lastname: Yamashita
authors.forename: Emily B
authors.initials: EB
authors.lastname: Norton
authors.forename: R Thomas
authors.initials: RT
authors.lastname: Williamson
authors.forename: Douglas M
authors.initials: DM
authors.lastname: Ho
authors.forename: Sandra
authors.initials: S
authors.lastname: Sinishtaj
authors.forename: Tarek S
authors.initials: TS
authors.lastname: Mansour
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D018360:Crystallography, X-Ray; D004952:Esters / Q000138:chemical synthesis*; D005998:Glycine / Q000031:analogs & derivatives*; D006877:Hydroxamic Acids / Q000138:chemical synthesis*; D015394:Molecular Structure; D009711:Nucleotides; D010455:Peptides; D010457:Peptidoglycan / Q000031:analogs & derivatives* / Q000737:chemistry; D013237:Stereoisomerism; D014508:Urea
chemical_list: D000447:Aldehydes; D000900:Anti-Bacterial Agents; D004952:Esters; D006877:Hydroxamic Acids; D009711:Nucleotides; D010455:Peptides; D010457:Peptidoglycan; C475706:muraymycin A1; D014508:Urea; D005998:Glycine