Saikam V1,2, Dara S1,2, Yadav M1, Singh PP1,2, Vishwakarma RA1,2.
J Org Chem. 2015 Dec 18;80(24):11916-25. doi: 10.1021/acs.joc.5b01898. Epub 2015 Nov 25.Here, we have developed a mild and general method for the regioselective installation of benzyl, allyl, para-methoxybenzyl and naphthyl groups on cis-1,2-diols. The optimized method operates at room temperature using dimethyltin dichloride as catalyst and silver oxide as an additive. The present method works well with both sugars (such as mono- and disaccharides) and nonsugars (such as inositols, propan-1,2-diol, 1,2-cycloalkanediols and anhydroerythritol) and also provides comparatively better functional group compatibility.