title: Synthesis of cyclic enol ethers from alkenyl-beta-dicarbonyl compounds.
abstract: In this work we describe the cyclofunctionalization of eleven differently substituted alkenyl-beta-dicarbonyl compounds, employing three electrophilic reagents, namely, iodine, p-methoxyphenyltellurium trichloride, and phenylselenenyl bromide. The reactions occur through the enolic form of the substrates, to afford the corresponding iodo-, telluro-, or selenocyclic enol ethers. Substrates bearing trisubstituted double bonds failed in reacting with the selenium and tellurium reagents. In general, beta-diketones reacted faster than beta-keto esters with the three studied electrophiles.
authors.affiliation: Instituto de Química, Universidade de São Paulo, CEP 05508-900, Brazil. hmferraz@iq.usp.br
authors.forename: Helena M C
authors.initials: HM
authors.lastname: Ferraz
authors.forename: Myrian K
authors.initials: MK
authors.lastname: Sano
authors.forename: Marta R S
authors.initials: MR
authors.lastname: Nunes
authors.forename: Graziela G
authors.initials: GG
authors.lastname: Bianco