Low temperature syntheses of thioketals from enol ethers and carbonyl compounds

Arnaud Martel (1) , Sopa Chewchanwuttiwong (1) , Gilles Dujardin (1) , Eric Brown (1)

1 UCO2M - Unité de chimie organique moléculaire et macromoléculaire

A dithioacetalisation procedure at low temperature using TMSOTf as the promoter is described. This method proved highly efficient for unprecedented transprotection of ketone enol ethers and was successfully applied to polyfunctional sensitive substrates.

Mots clés: thioacetals; transprotection; enol ethers; TMSOTf

Domaines: Chimie organique

Arnaud Martel, Sopa Chewchanwuttiwong, Gilles Dujardin, Eric Brown. Low temperature syntheses of thioketals from enol ethers and carbonyl compounds. Tetrahedron Letters, 2003, 44 (7), pp.1491-1494. ⟨10.1016/S0040-4039(02)02855-1⟩. ⟨hal-02298901⟩