title: Highly regioselective fluorination and iodination of alkynyl enolates.
abstract: A simple yet efficient approach to various functionalized quaternary alpha-alkynyl alpha-fluoro esters and gamma-iodoallenoates from readily available allenoates through an alkynyl enolate intermediate generated by LDA is presented. Reaction of this alkynyl enolate with NFSI gives the alpha-product (alpha-alkynyl-alpha-fluoro ester), whereas the reaction of the silyl ether of alkynyl enolate with I(2) gives solely the gamma-product (iodoallenoate).
authors.affiliation: Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, USA.
authors.forename: Han
authors.initials: H
authors.lastname: Yang
authors.forename: Bo
authors.initials: B
authors.lastname: Xu
authors.forename: Gerald B
authors.initials: GB
authors.lastname: Hammond
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D054879:Halogenation
chemical_list: D000480:Alkynes