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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 24
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Original Articles

SYNTHESIS OF FOUR ESTER PROTECTED THIOFURANOSE SUGARS

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Pages 3829-3838 | Received 20 Nov 2000, Published online: 09 Nov 2006
 

Abstract

The products obtained by titanium tetrachloride mediated dithioacetalization of four pentofuranoside derivatives were converted to thiofuranose sugars, either by direct cyclization via the unstable triflate intermediate, or by treatment of the derived mesylate. A facile inversion of a D-ribose dibenzyl dithioacetal 9 to an L-lyxose dibenzyl dithioacetal 12 via hydrolysis of the Mitsunobu derived formate intermediate is also described.

Acknowledgments

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