Versatile syntheses of mono- or bis-allylhalothiol-carbonates of some alditol or sugar derivatives via cyclic thionocarbonates as intermediates.
We describe herein an extension of the halogenation of 1,2 or 1,3-diols via a cyclic thionocarbonate functionality by reaction with an allyl halide instead of methyl iodide, which is usually used. This investigation was successfully carried out under both conventional heating and microwave solvent-free conditions with some alditol, thioanhydroalditol, and aldose derivatives.
Benazza
Mohammed
M
Laboratoire des Glucide UMR 6219-CNRS, Université de Picardie Jules Verne, 33 Rue Saint-Leu, 80039 Amiens Cedex, France. mohammed.benazza@u-picardie.fr
Kanso
Rami
R
Demailly
Gilles
G
D000498:Allyl Compounds / Q000138:chemical synthesis; D002254:Carbonates / Q000737:chemistry*; D003500:Cyclization; D054879:Halogenation; D008872:Microwaves; D019906:Nuclear Magnetic Resonance, Biomolecular; D013402:Sugar Alcohols / Q000138:chemical synthesis*
D000498:Allyl Compounds; D002254:Carbonates; D013402:Sugar Alcohols