Abstract
Highly β-stereoselective glycosylations of glycosyl acceptors having a primary hydroxyl group by using a novel glycosyl donor, α-glycosyl 6-nitro-2-benzothiazoate (3), proceeded smoothly in the presence of a catalytic amount of trifluoromethanesulfonic acid (TfOH) in CH2Cl2 at -78°C to afford the corresponding glycosides in high yields. The donor 3 gave β-saccharides more dominantly compared with those using other α-glycosyl donors such as thioform- and trichloroacet-imidates or fluoride under the same conditions.
| Original language | English |
|---|---|
| Pages (from-to) | 340-341 |
| Number of pages | 2 |
| Journal | Chemistry Letters |
| Volume | 32 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - Apr 5 2003 |
ASJC Scopus subject areas
- Chemistry(all)
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Mukaiyama, T., Hashihayata, T., & Mandai, H. (2003). Glycosyl 6-nitro-2-benzothiazoate. A highly efficient donor for β-stereoselective glycosylation. Chemistry Letters, 32(4), 340-341. https://doi.org/10.1246/cl.2003.340