title: Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-substituted alpha,beta-unsaturated carboxylic acid esters: an efficient enantioselective synthesis of beta-aryl-gamma-amino acids.
abstract: A series of chiral beta-aryl-gamma-amino acid ester derivatives were synthesized in high enantioselectivities (93-97% ee) via the Rh-catalyzed asymmetric hydrogenation of gamma-phthalimido-alpha,beta-unsaturated carboxylic acid esters using highly modular chiral BoPhoz-type phosphine-aminophosphine ligands. The method has been applied successfully to the synthesis of several chiral pharmaceuticals including (R)-baclofen and (R)-rolipram with high enantioselectivities.
authors.affiliation: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Deng
authors.forename: Zheng-Chao
authors.initials: ZC
authors.lastname: Duan
authors.forename: Jia-Di
authors.initials: JD
authors.lastname: Huang
authors.forename: Xiang-Ping
authors.initials: XP
authors.lastname: Hu
authors.forename: Dao-Yong
authors.initials: DY
authors.lastname: Wang
authors.forename: Sai-Bo
authors.initials: SB
authors.lastname: Yu
authors.forename: Xue-Feng
authors.initials: XF
authors.lastname: Xu
authors.forename: Zhuo
authors.initials: Z
authors.lastname: Zheng
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001418:Baclofen / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006865:Hydrogenation; D008024:Ligands; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D020889:Rolipram / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004952:Esters; D008024:Ligands; D012238:Rhodium; D001418:Baclofen; D020889:Rolipram