title: Catalytic enantioselective alkynylation of prochiral sp3 C-H bonds adjacent to a nitrogen atom.
abstract: [reaction: see text] The construction of chiral carbon centers via the first catalytic asymmetric alkynylation of prochiral CH2 groups was developed by using a copper-catalyzed double activation of sp3 and sp C-H bonds. Optically active 1-alkynylated tetrahydroisoquinolines were obtained by this method.
authors.affiliation: Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada.
authors.forename: Zhiping
authors.initials: Z
authors.lastname: Li
authors.forename: Chao-Jun
authors.initials: CJ
authors.lastname: Li
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives / Q000737:chemistry; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D007546:Isoquinolines; C044736:phenylacetylene; D003300:Copper; D009584:Nitrogen; D000114:Acetylene