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Tandem acetalation-acetylation of sugars and related derivatives with enolacetates under solvent-free conditions

D Mukherjee, B Ali Shah, P Gupta…

文献索引:Mukherjee, Debaraj; Shah, Bhahwal Ali; Gupta, Pankaj; Taneja, Subhash Chandra Journal of Organic Chemistry, 2007 , vol. 72, # 23 p. 8965 - 8968

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被引用次数: 31

摘要

Molecular iodine catalyzes acetalation and acetylation of reducing sugars and sugar glycosides with stoichiometric amounts of enol acetates under solvent-free conditions, thereby facilitating the synthesis of various types of orthogonally protected sugar derivatives in short time and good yields. The outcome of the reaction can be controlled by variation in temperature. Thus at lower temperature, it is possible to obtain the acetonide acetate as a ...