Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5285195 | Tetrahedron Letters | 2006 | 4 Pages |
Abstract
3A-Azido-3A-deoxy-altro-β-cyclodextrin, which has 20 different hydroxyl groups, was selectively sulfonylated by 1-naphthalenesulfonyl chloride at the 3G-OH of the glucoside residue as well as the 2A-OH of the altroside one. Alkali treatment of the 3G-sulfonate gave successfully the 2G,3G-epoxyalloside with the 3A-azido group being left unaffected. Both the 3G-sulfonate and 2G,3G -alloepoxide species of 3A-azido-3A-deoxy-altro-β-cyclodextrin not only have two sugar units being modified differently, but also can serve as versatile starting materials for the syntheses of bifunctional cyclodextrins with diverse combination of different functionalities.
Related Topics
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Organic Chemistry
Authors
Makoto Fukudome, Aya Matsushima, De-Qi Yuan, Kahee Fujita,