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: akmisra69gmail.com
R. Panchadhayee, A. K. Misra, Synlett, 2010, 1193-1196.
DOI: 10.1055/s-0029-1219798
Abstract
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