title: CuCl-K2CO3-catalyzed highly selective borylcupration of internal alkynes--ligand effect.
abstract: An efficient and practical copper-catalyzed highly regio- and stereoselective borylcupration of internal alkynes with bis(pinacolato)diboron using a catalytic amount of K(2)CO(3) as base producing Z-alkenylboron compounds has been demonstrated by applying the ligand effect: commercially available electron-rich tris(p-methoxyphenyl) phosphine ensures a smooth and efficient reaction. Functionalized alkynes, such as propargylic alcohols and derivatives as well as N-propargyl tosylamide, may also be used with excellent selectivity.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Lu, Shanghai 200062, PR China.
authors.forename: Weiming
authors.initials: W
authors.lastname: Yuan
authors.forename: Shengming
authors.initials: S
authors.lastname: Ma
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D011188:Potassium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001896:Boron Compounds; D002254:Carbonates; D008024:Ligands; D003300:Copper; C037593:potassium carbonate; D011188:Potassium; C029892:cupric chloride