title: Highly diastereroselective synthesis of dihydrofurans and dihydropyrroles via pyridine catalyzed formal [4+1] annulation.
abstract: A pyridine-catalyzed ylide cyclization affording dihydrofurans and dihydropyrroles has been developed. In the presence of a catalytic amount of pyridine and Fe(Tcpp)Cl, α-ylidene-β-diketones and α,β-unsaturated imines react with diazoacetates providing dihydrofurans and dihydropyrroles respectively, in up to 96% yield with high diastereoselectivities.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
authors.forename: Chun-Rong
authors.initials: CR
authors.lastname: Liu
authors.forename: Ben-Hu
authors.initials: BH
authors.lastname: Zhu
authors.forename: Jun-Cheng
authors.initials: JC
authors.lastname: Zheng
authors.forename: Xiu-Li
authors.initials: XL
authors.lastname: Sun
authors.forename: Zuowei
authors.initials: Z
authors.lastname: Xie
authors.forename: Yong
authors.initials: Y
authors.lastname: Tang
mesh_terms: D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D011725:Pyridines; D011758:Pyrroles; C023666:pyridine