title: Copper-catalyzed enantioselective intramolecular alkene amination/intermolecular Heck-type coupling cascade.
abstract: Enantioselective copper-catalyzed cyclization of γ-alkenylsulfonamides and a δ-alkenylsulfonamide in the presence of a range of vinyl arenes results in variously functionalized 2-substituted chiral nitrogen heterocycles via a formal alkene C-H functionalization process. Application of this reaction to the concise synthesis of a 5-HT(7) receptor antagonist is demonstrated.
authors.affiliation: Department of Chemistry, The State University of New York at Buffalo, Buffalo, New York 14260, USA.
authors.forename: Timothy W
authors.initials: TW
authors.lastname: Liwosz
authors.forename: Sherry R
authors.initials: SR
authors.lastname: Chemler
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D009942:Organometallic Compounds; D013449:Sulfonamides; D003300:Copper