title: Organocatalytic asymmetric 5-hydroxyisoxazolidine synthesis: a highly enantioselective route to beta-amino acids.
abstract: The highly chemo- and enantioselective organocatalytic tandem reaction between N-protected hydroxyl amines and alpha,beta-unsaturated aldehydes is presented; the reaction provides access to 5-hydroxyisoxazolidines and beta-amino acids in high yields and with 90-99% ee.
authors.affiliation: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691 Stockholm, Sweden.
authors.forename: Ismail
authors.initials: I
authors.lastname: Ibrahem
authors.forename: Ramon
authors.initials: R
authors.lastname: Rios
authors.forename: Jan
authors.initials: J
authors.lastname: Vesely
authors.forename: Gui-Ling
authors.initials: GL
authors.lastname: Zhao
authors.forename: Armando
authors.initials: A
authors.lastname: Córdova
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D008968:Molecular Conformation; D010080:Oxazoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: C518928:5-hydroxyisoxazolidine; D000447:Aldehydes; D000596:Amino Acids; D007202:Indicators and Reagents; D010080:Oxazoles