title: Direct asymmetric Mannich reaction of phthalides: facile access to chiral substituted isoquinolines and isoquinolinones.
abstract: The first Mannich reaction employing phthalides using a quinidine-based multifunctional catalyst has been developed. The reported method led to the synthesis of 3,3-disubstituted phthalide derivatives in excellent yields, with good diastereo- and enantioselectivities. Convenient synthesis of chiral isoquinolinones and isoquinolines has also been demonstrated.
authors.affiliation: Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
authors.forename: Jie
authors.initials: J
authors.lastname: Luo
authors.forename: Haifei
authors.initials: H
authors.lastname: Wang
authors.forename: Fangrui
authors.initials: F
authors.lastname: Zhong
authors.forename: Jacek
authors.initials: J
authors.lastname: Kwiatkowski
authors.forename: Li-Wen
authors.initials: LW
authors.lastname: Xu
authors.forename: Yixin
authors.initials: Y
authors.lastname: Lu
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D007546:Isoquinolines / Q000737:chemistry*; D015394:Molecular Structure; D015363:Quinolones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D007546:Isoquinolines; D015363:Quinolones; C082022:phthalide