title: Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl beta-amino ketone ketals.
abstract: Sulfinimine-derived, enantiopure N-sulfinyl beta-amino ketone ketals on hydrolysis give dehydropyrrolidine ketones that on treatment with (Boc)(2)O/DMAP afford substituted tropinones in good yield.
authors.affiliation: Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA.
authors.forename: Franklin A
authors.initials: FA
authors.lastname: Davis
authors.forename: Naresh
authors.initials: N
authors.lastname: Theddu
authors.forename: Paul M
authors.initials: PM
authors.lastname: Gaspari
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry*; D014326:Tropanes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007097:Imines; D007659:Ketones; D013452:Sulfonium Compounds; D014326:Tropanes; C522016:sulfinimine; C016808:3-tropinone