title: Iterative, aqueous synthesis of beta3-oligopeptides without coupling reagents.
abstract: The chemoselective synthesis of amides by decarboxylative couplings of alpha-ketoacids and isoxazolidines makes possible an iterative approach to poly-beta3-peptides. Peptide assembly occurs under aqueous conditions and requires no coupling reagents. The requisite isoxazolidine monomers are prepared in enantiopure form by a convenient two-step protocol starting from the appropriate aldehydes.
authors.affiliation: Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106-9510, USA.
authors.forename: Nancy
authors.initials: N
authors.lastname: Carrillo
authors.forename: Eric A
authors.initials: EA
authors.lastname: Davalos
authors.forename: Justin A
authors.initials: JA
authors.lastname: Russak
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Bode
mesh_terms: D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry; D007651:Keto Acids / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis*; D014867:Water / Q000737:chemistry
chemical_list: D007555:Isoxazoles; D007651:Keto Acids; D009842:Oligopeptides; D014867:Water