Dimethyltin Dichloride Catalyzed Regioselective Alkylation of cis-1,2-Diols at Room Temperature
Varma Saikam1,2, Saidulu Dara1,2, Mahipal Yadav1
1Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine , Canal Road, Jammu 180 001, India.
Abstract:
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.
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