Radical-induced Cyclization of the S-methyl Dithiocarbonate of 1,2-o-isopropylidene-alpha-xylose
(1991) Royal Society of Chemistry. Journal: Perkin Transactions 1 —
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- Abstract
- Reaction of the 3,5-bis-(S-methyl dithiocarbonate) of 1,2-O-isopropylidene-alpha-D-xylose with tributyltin hydride gives not the expected 3-deoxygenated xylo-furanose but instead the 3-thio-alpha-D-xylo-furanose derivative 4 resulting from radical cyclization. The structure of compound 4 was confirmed by X-ray crystallography. The absolute configuration has been established.
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Herdewijn, PAM., Vanaerschot, A., Jie, L., Esmans, E., Feneaudupont, J., & Declercq, J.-P. (1991). Radical-induced Cyclization of the S-methyl Dithiocarbonate of 1,2-o-isopropylidene-alpha-xylose. Royal Society of Chemistry. Journal: Perkin Transactions 1. https://doi.org/10.1039/p19910001729