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Dimethyltin Dichloride Catalyzed Regioselective Alkylation of cis-1,2-Diols at Room Temperature

Varma Saikam, Saidulu Dara, Mahipal Yadav, Parvinder Pal Singh, Ram A Vishwakarma

J Org Chem. 2015 Dec 18;80(24):11916-25.

PMID: 26569335

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP753731 Dimethyltin dichloride Dimethyltin dichloride 753-73-1 Price
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