title: New aniline-containing amino alcohols from trans-(R,R)-2-(2-nitrophenyl)-3-phenyloxirane as useful intermediates for the synthesis of chiral ligands, bases, and benzoxazine nucleus.
abstract: New enantiopure aniline-containing amino alcohols are directly derived from trans-(R,R)-2-(2-nitrophenyl)-3-phenyloxirane, by alternative regioselective double reductions. Subsequent selective alkylation procedures and derivatizations provide a rapid and high-yielding access to different chiral ligands, bases, and benzoxazines, without loss of optical purity.
authors.affiliation: Laboratoire de Stéréochimie Organométallique associé au CNRS, ECPM/Université L. Pasteur, 25 rue Becquerel, 67087 Strasbourg, France.
authors.forename: Arlette
authors.initials: A
authors.lastname: Solladié-Cavallo
authors.forename: Paolo
authors.initials: P
authors.lastname: Lupattelli
authors.forename: Carlo
authors.initials: C
authors.lastname: Bonini
authors.forename: Valeria
authors.initials: V
authors.lastname: Ostuni
authors.forename: Nadia Di
authors.initials: ND
authors.lastname: Blasio
mesh_terms: D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000814:Aniline Compounds / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry*; D008024:Ligands; D008968:Molecular Conformation; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry*
chemical_list: C517338:2-(2-nitrophenyl)-3-phenyloxirane; D000605:Amino Alcohols; D000814:Aniline Compounds; D048588:Benzoxazines; D004852:Epoxy Compounds; D008024:Ligands; D013267:Stilbenes; C023650:aniline