title: Au-catalyzed cyclization of monoallylic diols.
abstract: The Ph3PAuCl/AgOTf-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is reported. The reactions proceed rapidly at temperatures as low as -78 degrees C with catalyst loadings as low as 0.1 mol % to provide the products in 79-99% yield. A broad range of structurally diverse substrates perform well in the reaction. When 2,6-disubstituted tetrahydropyrans are produced, the reaction is highly diastereoselective for the 2,6-cis product.
authors.affiliation: Department of Chemistry, University of Florida, Gainesville, Florida 32611, USA. aponick@chem.ufl.edu
authors.forename: Aaron
authors.initials: A
authors.lastname: Aponick
authors.forename: Chuan-Ying
authors.initials: CY
authors.lastname: Li
authors.forename: Berenger
authors.initials: B
authors.lastname: Biannic