Ferric chloride: A mild and versatile reagent for the formation of 1,6-anhydro glucopyranoses
A novel method for the preparation of 1,6-anhydro glucopyranoses (mono- and disaccharides) utilizing anhydrous FeCl3 as Lewis acid is described. Treatment of methyl 6-O-benzyl and 6-O-p-methoxybenzyl-α/β D-glucopyranosides derivatives with FeCl3 in CH2Cl2 at room temperature and 40°C afforded 1,6-anhydro glucopyranosides in moderate to good yields, through a debenzylation and intramolecular glycosidation in one step. A plausible reaction pathway is proposed.
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| Main Authors: | , , , |
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| Other Authors: | |
| Format: | artículo biblioteca |
| Published: |
Elsevier BV
2003-05-12
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| Subjects: | Ferric chloride, 1,6-anhydro glucopyranoses, Lewis acid, |
| Online Access: | http://hdl.handle.net/10261/211804 http://dx.doi.org/10.13039/501100000780 |
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