title: A Quinine-Squaramide Catalyzed Enantioselective Aza-Friedel-Crafts Reaction of Cyclic Trifluoromethyl Ketimines with Naphthols and Electron-Rich Phenols.
abstract: A highly enantioselective aza-Friedel-Crafts (aza-F-C) reaction of cyclic trifluoromethyl ketimines and naphthols/phenols was developed with fluorenyl-substituted quinine-squaramide as the catalyst. This protocol enables direct access to biologically important chiral trifluoromethyl dihydroquinazolinones with up to 99% yields and up to 99% ee's.
authors.forename: Ding
authors.initials: D
authors.lastname: Zhou
authors.forename: Zheng
authors.initials: Z
authors.lastname: Huang
authors.forename: Xueting
authors.initials: X
authors.lastname: Yu
authors.forename: Youxin
authors.initials: Y
authors.lastname: Wang
authors.forename: Jian
authors.initials: J
authors.lastname: Li
authors.affiliation: Department of Chemistry and Chemical Biology, University of New Mexico , Albuquerque, New Mexico 87131-0001, United States.
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
authors.forename: Hexin
authors.initials: H
authors.lastname: Xie
mesh_terms: D000577:Amides / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D011799:Quinazolines / Q000737:chemistry; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001372:Aza Compounds; D007097:Imines; D009284:Naphthols; D009570:Nitriles; D010636:Phenols; D011799:Quinazolines; C542835:ketimine; D011803:Quinine