title: Study of O-Allylation Using Triazine-Based Reagents.
abstract: Acid-catalyzed allylating reagent 2,4,6-tris(allyloxy)-1,3,5-triazine (TriAT-allyl) and its substituted derivatives have been developed. The reaction of acid-, and alkali-labile alcohols with these reagents in the presence of a catalytic amount of trifluoromethanesulfonic acid (TfOH) afforded the corresponding allyl ethers in good yields. Reactions using these reagents with an unsymmetrically-substituted regioisometric allyl group suggested that a single isometric allylic cation species would be involved.
authors.affiliation: Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University.
authors.forename: Kohei
authors.initials: K
authors.lastname: Yamada
authors.forename: Naoko
authors.initials: N
authors.lastname: Hayakawa
authors.forename: Hikaru
authors.initials: H
authors.lastname: Fujita
authors.forename: Masanori
authors.initials: M
authors.lastname: Kitamura
authors.forename: Munetaka
authors.initials: M
authors.lastname: Kunishima
mesh_terms: D002384:Catalysis; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D008698:Mesylates; D014227:Triazines; C000613930:2,4,6-tris(allyloxy)-1,3,5-triazine; C012077:trifluoromethanesulfonic acid