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Regioselective Reductive Ring Opening of Benzylidene Acetals Using Triethylsilane and Iodine

Rajib Panchadhayee, Anup Kumar Misra*

*Division of Molecular Medicine, Bose Institute, P-1/12, C. I. T. Scheme VII M, Kolkata 700054, India, Email:

R. Panchadhayee, A. K. Misra, Synlett, 2010, 1193-1196.

DOI: 10.1055/s-0029-1219798


A regioselective reductive ring opening of benzylidene acetals in carbohydrate derivatives using triethylsilane and molecular iodine is fast and compatible with most of the functional groups encountered in oligosaccharide synthesis, and offers excellent yields. The reaction conditions are equally effective in thioglycosides.

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Key Words

carbohydrate, benzylidene acetals, benzyl ethers, regioselective, iodine, triethylsilane

ID: J60-Y2010-1200