Tandem Acetalation-Acetylation of Sugars and Related Derivatives with Enolacetates under Solvent-Free Conditions

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• 作者：Debaraj Mukherjee ; Bhahwal Ali Shah ; Pankaj Gupta ; Subhash Chandra Taneja
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：November 9, 2007
• 年：2007
• 卷：72
• 期：23
• 页码：8965 - 8968
• 全文大小：101K
• 年卷期：v.72,no.23(November 9, 2007)
• ISSN：1520-6904

文摘

Molecular iodine catalyzes acetalation and acetylation ofreducing sugars and sugar glycosides with stoichiometricamounts of enol acetates under solvent-free conditions,thereby facilitating the synthesis of various types of orthogonally protected sugar derivatives in short time and goodyields. The outcome of the reaction can be controlled byvariation in temperature. Thus at lower temperature, it ispossible to obtain the acetonide acetate as a single productwhereas peracetate is the major product at higher temperature.