Preparation of Anhydroalditols from Commodity Carbohydrates

Author(s): Changyou Yuan, Rawle I. Hollingsworth

Journal Name: Letters in Organic Chemistry

Volume 10 , Issue 2 , 2013

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A practical process for the preparation of anhydroalditols from commodity carbohydrates has been described. Reductive cleavage of the glycosidic linkage in perallylated carbohydrates with triethylsilane gave the protected anhydroalditols, which were then deallylated using a PdCl2-CuCl2-Activated Charcoal system. Valuable anhydroalditols, such as 1,5-anhydro-D-glucitol, 1,5-anhydro-D-mannitol, 2,5-anhydro-D-glucitol, 2,5-anhydro-D-mannitol and 1,4-anhydro-Dribitol, were prepared in high yields and purity from carbohydrates, such as glucose, mannose, ribose, sucrose, cellulose, starch and levan.

Keywords: Anhydroalditols, cellulose, starch, palladium chloride, silane reduction

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Article Details

Year: 2013
Published on: 31 March, 2013
Page: [77 - 84]
Pages: 8
DOI: 10.2174/1570178611310020002
Price: $65

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