Enantioselective synthesis of cyclic secondary amines through Mo-catalyzed asymmetric ring-closing metathesis (ARCM).
Carbocyclic amines are synthesized efficiently in up to 93% ee by asymmetric ring-closing metathesis (ARCM) with 2-5 mol % chiral Mo complexes. An example is provided where the catalyst is prepared in situ (catalyst isolation not needed) to afford secondary amines that cannot be prepared by alternative methods. [reaction: see text]
Dolman
Sarah J
SJ
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Schrock
Richard R
RR
Hoveyda
Amir H
AH
D000588:Amines / Q000138:chemical synthesis*; D002384:Catalysis; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis; D006844:Hydrocarbons, Cyclic / Q000737:chemistry; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D006575:Heterocyclic Compounds, 3-Ring; D006844:Hydrocarbons, Cyclic; D009942:Organometallic Compounds; D008982:Molybdenum