Abstract
(Chemical Equation Presented) The electrooxidative glycosylation of newly designed 1-arylthio-substituted 2,3-dideoxyglycosides is described. The halide salt-mediated electrooxidation utilizing either of the α- or β-thiodideoxyglycosides proceeded smoothly at -78°C to give dideoxynucleosides in a β-selective manner, presumably through a 1-halo-substituted glycosyl donor.
| Original language | English |
|---|---|
| Pages (from-to) | 4649-4652 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 7 |
| Issue number | 21 |
| DOIs | |
| Publication status | Published - Oct 13 2005 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Mitsudo, K., Kawaguchi, T., Miyahara, S., Matsuda, W., Kuroboshi, M., & Tanaka, H. (2005). Electrooxidative glycosylation through C-S bond cleavage of 1-arylthio-2,3-dideoxyglycosides. Synthesis of 2′,3′- dideoxynucleosides. Organic Letters, 7(21), 4649-4652. https://doi.org/10.1021/ol051776d