title: Highly enantioselective synthesis of linear beta-amino alcohols.
abstract: Beta-amino alcohols derived from alpha-amino acids have been extensively used as a powerful source of chirality. Transforming the alcohol moiety into a good leaving group has allowed the rearrangement of these beta-amino alcohols and the introduction of a large number of nucleophiles through the anchimeric participation of the nitrogen atom. An overview on the recent progress realized on the rearrangement of these beta-amino alcohols in the presence of (CF(3)CO)(2)O and H(2)SO(4) is reported.
authors.affiliation: Laboratoire de Chimie Organique, Ecole Supérieure de Physique et de Chimie Industrielles de la ville de Paris (ESPCI ParisTech), CNRS, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Thomas-Xavier
authors.initials: TX
authors.lastname: Métro
authors.forename: Domingo
authors.initials: D
authors.lastname: Gomez Pardo
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
mesh_terms: D000089:Acetic Anhydrides; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry; D002384:Catalysis; D005463:Fluoroacetates; D015394:Molecular Structure; D013237:Stereoisomerism; D013464:Sulfuric Acids / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry
chemical_list: D000089:Acetic Anhydrides; D000605:Amino Alcohols; D001388:Aziridines; D005463:Fluoroacetates; D013464:Sulfuric Acids; C017958:trifluoroacetic anhydride; D014269:Trifluoroacetic Acid; C033158:sulfuric acid