title: Palladium-catalyzed intermolecular oxyvinylcyclization of alkenes with alkynes: an approach to 3-methylene γ-lactones and tetrahydrofurans.
abstract: A novel chloropalladation-initiated intermolecular oxyvinylcyclization of alkenes with alkynoic acids or alkynols is developed. This protocol provides a series of 3-methylene γ-lactone and tetrahydrofuran derivatives in moderate to excellent yields with high stereoselectivities in the presence of PdCl2 and CuCl2 or CuCl2·2H2O. Besides a broad substrate scope, this method has the advantages of mild reaction conditions and easily accessible starting materials. Furthermore, the construction of C-Cl, C(sp(2))-C(sp(3)), and C-O bonds in one step was also achieved in this transformation.
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology , Guangzhou 510640, P. R. China.
authors.forename: Zhenming
authors.initials: Z
authors.lastname: Zhang
authors.forename: Lu
authors.initials: L
authors.lastname: Ouyang
authors.forename: Wanqing
authors.initials: W
authors.lastname: Wu
authors.forename: Jianxiao
authors.initials: J
authors.lastname: Li
authors.forename: Zhicai
authors.initials: Z
authors.lastname: Zhang
authors.forename: Huanfeng
authors.initials: H
authors.lastname: Jiang
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D005663:Furans; D007783:Lactones; C416683:methylene-lactone; D010165:Palladium; C008756:palladium chloride