title: Phosphine Oxide-Sc(OTf)3 Catalyzed Highly Regio- and Enantioselective Bromoaminocyclization of (E)-Cinnamyl Tosylcarbamates. An Approach to a Class of Synthetically Versatile Functionalized Molecules.
abstract: A highly regio- and enantioselective bromoaminocyclization of (E)-cinnamyl tosylcarbamates catalyzed by a chiral phosphine oxide-Sc(OTf)3 complex is described. A wide variety of optically active aryl 5-bromo-1,3-oxazinan-2-ones can be obtained with high yield and enantioselectivity.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
authors.forename: Hongjie
authors.initials: H
authors.lastname: Pan
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
authors.forename: Hu
authors.initials: H
authors.lastname: Huang
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
authors.forename: Weigang
authors.initials: W
authors.lastname: Liu
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Tian
authors.affiliation: Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.|Department of Chemistry, Colorado State University , Fort Collins, Colorado 80523, United States.
authors.forename: Yian
authors.initials: Y
authors.lastname: Shi
mesh_terms: D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D002934:Cinnamates / Q000737:chemistry*; D003500:Cyclization; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D012538:Scandium / Q000737:chemistry*; D013237:Stereoisomerism; D014105:Tosyl Compounds / Q000737:chemistry*
chemical_list: D002219:Carbamates; D002934:Cinnamates; D006842:Hydrocarbons, Brominated; D008698:Mesylates; D010720:Phosphines; D014105:Tosyl Compounds; C436603:scandium triflate; D012538:Scandium