title: Zn(II) chloride-catalyzed direct coupling of various alkynes with acetals: facile and inexpensive access to functionalized propargyl ethers.
abstract: The coupling of acetals with various alkynes was achieved using only 1 mol% of inexpensive and mild Lewis acid ZnCl2, which furnished propargyl ethers. The coupling was catalyzed by Zn(OMe)Cl, which was generated in situ to form an alkynylzinc species. This protocol was allowed to expand to a one-pot subsequent reaction with allylchlorosilane to obtain a 1,4-enyne product.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan. yasuda@chem.eng.osaka-u.ac.jp baba@chem.eng.osaka-u.ac.jp.
authors.forename: Itaru
authors.initials: I
authors.lastname: Suzuki
authors.forename: Makoto
authors.initials: M
authors.lastname: Yasuda
authors.forename: Akio
authors.initials: A
authors.lastname: Baba
mesh_terms: D000080:Acetals / Q000737:chemistry*; D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D004987:Ethers / Q000138:chemical synthesis*; D017967:Zinc Compounds / Q000737:chemistry*
chemical_list: D000080:Acetals; D000480:Alkynes; D002712:Chlorides; D004987:Ethers; D017967:Zinc Compounds; C531209:propargyl ether; C016837:zinc chloride