Opening of the 1,6-anhydro bridge with selective reduction of the acetal moiety in levoglucosenone and its derivatives

Treatment of levoglucosenone and some its derivatives with chloro(trimethyl)silane and sodium iodide in acetonitrile leads to opening of the 1,6-anhydro bridge and simultaneous reduction of the pyranose ring to pyran.

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Bibliographic Details
Published in:Russian journal of organic chemistry 2015-04, Vol.51 (4), p.569-575
Main Authors: Tagirov, A. R., Biktagirov, I. M., Galimova, Yu. S., Faizullina, L. Kh, Salikhov, Sh. M., Valeev, F. A.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Description
Summary:Treatment of levoglucosenone and some its derivatives with chloro(trimethyl)silane and sodium iodide in acetonitrile leads to opening of the 1,6-anhydro bridge and simultaneous reduction of the pyranose ring to pyran.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428015040181