Highly enantioselective synthesis of linear beta-amino alcohols.
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.
Métro
Thomas-Xavier
TX
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.
Gomez Pardo
Domingo
D
Cossy
Janine
J
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
D000089:Acetic Anhydrides; D000605:Amino Alcohols; D001388:Aziridines; D005463:Fluoroacetates; D013464:Sulfuric Acids; C017958:trifluoroacetic anhydride; D014269:Trifluoroacetic Acid; C033158:sulfuric acid