Chemo- and Regioselective Monosulfonylation of Nonprotected Carbohydrates Catalyzed by Organotin Dichloride under Mild Conditions

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• 作者：Wataru Muramatsu
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：September 21, 2012
• 年：2012
• 卷：77
• 期：18
• 页码：8083-8091
• 全文大小：358K
• 年卷期：v.77,no.18(September 21, 2012)
• ISSN：1520-6904

文摘

The catalytic regioselective monosulfonylation of nonprotected carbohydrates using organotin dichloride under mild conditions is examined. The carbohydrates were chemo- and regioselectively converted to the corresponding monosulfonates in the presence of monoalcohols using catalytic dibutyltin dichloride. The regioselectivity of the sulfonylation is attributed to the intrinsic character of the carbohydrates derived from the relative stereochemistry between their hydroxy groups.