title: Amide-assisted intramolecular [3+2] annulation of cyclopropane ring-opening: a facile and diastereoselective access to the tricyclic core of (±)-scandine.
abstract: The highly diastereoselective intramolecular [3+2] annulation via the ring-opening of a cyclopropane diester derivative has been developed to construct a dihydroquinolinone scaffold. A series of tricyclic dihydroquinolinones bearing one or two all-carbon quaternary stereogenic centers were obtained in good yields and excellent diastereoselectivities (up to 20 : 1 dr). Moreover, the amide-linking mode shows obviously beneficial effects on the ring-opening of cyclopropane.
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
authors.forename: Jun-An
authors.initials: JA
authors.lastname: Xiao
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
authors.forename: Peng-Ju
authors.initials: PJ
authors.lastname: Xia
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South/Department of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou, Hunan 425199, P. R. China.
authors.forename: Xing-Yu
authors.initials: XY
authors.lastname: Zhang
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
authors.forename: Xiao-Qing
authors.initials: XQ
authors.lastname: Chen
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South/Department of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou, Hunan 425199, P. R. China.
authors.forename: Guang-Chuan
authors.initials: GC
authors.lastname: Ou
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
authors.forename: Hua
authors.initials: H
authors.lastname: Yang