title: Indium(III)-catalyzed hydrative cyclization of 1,7-diynyl ethers.
abstract: A new hydrative cyclization of 1,7- and 1,8-diynyl ethers is reported. Using catalytic InI(3) and p-TSA as a cocatalyst, several 2,2-disubstituted tetrahydrofurans with exocyclic enone appendages were prepared. Reaction optimization and scope, mechanistic insight, and further transformation to a C-nucleoside analog are presented.
authors.affiliation: Department of Chemistry and the Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, Boston, Massachusetts 02215, USA.
authors.forename: Amanda L
authors.initials: AL
authors.lastname: Gibeau
authors.forename: John K
authors.initials: JK
authors.lastname: Snyder
mesh_terms: D002384:Catalysis; D003500:Cyclization; D004987:Ethers / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D014867:Water / Q000737:chemistry*
chemical_list: D004987:Ethers; D007204:Indium; D014867:Water