Mercaptan addition to allylglucosides

Addition of ethyl-, n-propyl-, and butylmercaptans to 1-O-allyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose in the presence of two catalysts, benzoyl peroxide and cobalt octacarbonyl, to produce the corresponding 1-O-(3-ethylthiopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose, 1-O-(3-propylthiopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose, and 1-O-(3-butylthiopropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose was studied for the first time. It was found that these reactions occurred mainly according to the Farmer rule.