| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1385495 | Carbohydrate Research | 2007 | 7 Pages |
Abstract
The use of Kdo thioglycosides as glycosyl donors using DMTST, IBr/AgOTf and NIS/AgOTf as promoters has been evaluated. Activation at low temperature allowed to escape the formation of 2,3-glycal byproducts to give glycosides in high yield and with good β-anomeric selectivity. The use of diethyl ether as solvent and (especially) isopropylidene acetals as protecting groups improved the α-anomeric selectivity. NIS/AgOTf as promoter surprisingly yielded the 3-iodo-product via the glycal intermediate.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Karin Mannerstedt, Kerstin Ekelöf, Stefan Oscarson,