Unexpected cycloreversion of a tosylated sugar oxetane under E2 conditions. The facile formation of 2-(2-furanyl)-1,3-dioxolane from a novel 2,5:4,6-dianhydro-L-idose derivative

Unexpected cycloreversion of a tosylated sugar oxetane under E2 conditions. The facile formation of 2-(2-furanyl)-1,3-dioxolane from a novel 2,5:4,6-dianhydro-L-idose derivative

2,5:4,6-Dianhydro-3-O-p-toluenesulfonyl-L-idose ethylene acetal (4) was synthesized with the aim of studying its chemical behaviour in the presence of several basic agents (Bu4NF/MeCN, NaOMe/MeOH, KOBut/ButOH/THF, and NaH/DMSO). Treatment of 4 with sodium hydride in dimethyl sulphoxide at room tempe...

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Bibliographic Details
Main Authors: VERA CIRIN-NOVTA, MIRJANA POPSAVIN, LJUBICA RADIC, VELIMIR POPSAVIN
Format: Article
Language:English
Published: Serbian Chemical Society 2004-02-01
Series:Journal of the Serbian Chemical Society
Subjects:
2
5-anhydro-L-idose
5:4
6-dianhydro-L-idose
sugar oxetanes
cycloreversion
Online Access:http://www.shd.org.yu/HtDocs/SHD/Vol69/No2/V69-No2-04.pdf

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http://www.shd.org.yu/HtDocs/SHD/Vol69/No2/V69-No2-04.pdf

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