title: Nickel-Catalyzed Intramolecular C-O Bond Formation: Synthesis of Cyclic Enol Ethers.
abstract: An efficient and exceptionally mild intramolecular nickel-catalyzed carbon-oxygen bond-forming reaction between vinyl halides and primary, secondary, and tertiary alcohols has been achieved. Zinc powder was found to be an essential additive for obtaining high catalyst turnover and yields. This operationally simple method allows direct access to cyclic vinyl ethers in high yields in a single step.
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Blvd, MC101-20, Pasadena, CA, 91125, USA.
authors.forename: Seo-Jung
authors.initials: SJ
authors.lastname: Han
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Blvd, MC101-20, Pasadena, CA, 91125, USA.
authors.forename: Ryohei
authors.initials: R
authors.lastname: Doi
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Blvd, MC101-20, Pasadena, CA, 91125, USA. stoltz@caltech.edu.
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D000438:Alcohols / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D004988:Ethers, Cyclic / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry
chemical_list: D000438:Alcohols; D004988:Ethers, Cyclic; D002244:Carbon; D009532:Nickel; D010100:Oxygen
keywords: alcohols; cross-coupling; ethers; heterocycles; nickel