title: Effects of Solvent and Residual Water on Enhancing the Reactivity of Six-Membered Silyloxyallyl Cations toward Nucleophilic Addition.
abstract: A new strategy for the generation of six-membered unsymmetrical silyloxyallyl cations using catalytic mild Brønsted acid is reported. These reactive intermediates were found to readily undergo direct nucleophilic addition with a broad range of nucleophiles to produce various α,α'-disubstituted silyl enol ether structural motifs. The findings also highlight the significance of the solvent effect and residual water in enhancing the reaction rate.
authors.affiliation: Department of Chemistry, 232 Choppin Hall, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
authors.forename: Joshua A
authors.initials: JA
authors.lastname: Malone
authors.affiliation: Department of Chemistry, 232 Choppin Hall, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
authors.forename: Alexander H
authors.initials: AH
authors.lastname: Cleveland
authors.affiliation: Department of Chemistry, 232 Choppin Hall, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
authors.forename: Frank R
authors.initials: FR
authors.lastname: Fronczek
authors.affiliation: Department of Chemistry, 232 Choppin Hall, Louisiana State University , Baton Rouge, Louisiana 70803, United States.
authors.forename: Rendy
authors.initials: R
authors.lastname: Kartika