title: Enantioselective formal aza-Diels-Alder reactions of enones with cyclic imines catalyzed by primary aminothioureas.
abstract: A highly enantio- and diastereoselective synthesis of indolo- and benzoquinolizidine compounds has been developed through the formal aza-Diels-Alder reaction of enones with cyclic imines. This transformation is catalyzed by a new bifunctional primary aminothiourea that achieves simultaneous activation of both the enone and imine reaction components.
authors: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
authors: Mathieu P
authors: MP
authors: Lalonde
authors: Meredeth A
authors: MA
authors: McGowan
authors: Naomi S
authors: NS
authors: Rajapaksa
authors: Eric N
authors: EN
authors: Jacobsen
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D054837:Quinolizidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013890:Thiourea / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D001372:Aza Compounds; D007097:Imines; D007659:Ketones; D054837:Quinolizidines; D013890:Thiourea