title: Catalytic Chemoselective Conjugate Addition of Amino Alcohols to α,β-Unsaturated Ester: Hydroxy Group over Amino Group and Conjugate Addition over Transesterification.
abstract: A highly chemoselective conjugate addition of amino alcohols to α,β-unsaturated ester using a soft Lewis acid/hard Brønsted base cooperative catalyst was developed. This catalysis achieved chemoselective addition of a hydroxy group over an amino group. Moreover, soft metal alkoxide generation enabled chemoselective soft conjugate addition over hard transesterification. Various amino alcohols, including unprecedented cyclic β-amino alcohol, were applicable to the present catalysis.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University.
authors.forename: Zhao
authors.initials: Z
authors.lastname: Li
authors.forename: Masamichi
authors.initials: M
authors.lastname: Tamura
authors.forename: Ryo
authors.initials: R
authors.lastname: Yazaki
authors.forename: Takashi
authors.initials: T
authors.lastname: Ohshima
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D000605:Amino Alcohols; D004952:Esters