title: Efficient catalytic enantioselective synthesis of unsaturated amines: preparation of small- and medium-ring cyclic amines through mo-catalyzed asymmetric ring-closing metathesis in the absence of solvent.
abstract: The first catalytic asymmetric ring-closing metathesis method for the synthesis of N-containing heterocycles is reported; this is accomplished through Mo-catalyzed kinetic resolution or desymmetrization of unsaturated amines. Importantly, this catalytic asymmetric method delivers medium-ring unsaturated amines (including eight-membered rings) in high yield, with exceptional enantioselectivity and without the need for solvents. These enantioselective reactions can be effected by catalysts prepared in situ from commercially available reagents.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors.forename: Sarah J
authors.initials: SJ
authors.lastname: Dolman
authors.forename: Elizabeth S
authors.initials: ES
authors.lastname: Sattely
authors.forename: Amir H
authors.initials: AH
authors.lastname: Hoveyda
authors.forename: Richard R
authors.initials: RR
authors.lastname: Schrock
mesh_terms: D000588:Amines / Q000138:chemical synthesis*; D002384:Catalysis; D006844:Hydrocarbons, Cyclic / Q000737:chemistry; D007700:Kinetics; D008982:Molybdenum / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D012997:Solvents; D013237:Stereoisomerism
chemical_list: D000588:Amines; D006844:Hydrocarbons, Cyclic; D009942:Organometallic Compounds; D012997:Solvents; D008982:Molybdenum