title: Copper(I)-catalyzed aryl or vinyl addition to electron-deficient alkenes cascaded by cationic cyclization.
abstract: An exoselective copper-catalyzed arylation- and vinylation-carbocyclization of electron-deficient alkenes was developed to provide rapid and efficient access to a variety of functionalized 3,3-disubstituted oxindoles. With this method, a highly efficient and concise formal synthesis of (±)-physostigmine and (±)-physovenine has been completed.
authors.affiliation: Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu Chong Zhi Road, Shanghai 201203, PR China.
authors.forename: Bing
authors.initials: B
authors.lastname: Zhou
authors.forename: Wei
authors.initials: W
authors.lastname: Hou
authors.forename: Yaxi
authors.initials: Y
authors.lastname: Yang
authors.forename: Huijin
authors.initials: H
authors.lastname: Feng
authors.forename: Yuanchao
authors.initials: Y
authors.lastname: Li
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D002412:Cations; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D004583:Electrons; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D010830:Physostigmine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D002412:Cations; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; C092643:physovenine; D003300:Copper; D010830:Physostigmine; C028419:cuprous chloride