Abstract
L-Cladinose (1) and its C-3 epimer 2 were synthesized through a highly stereoselective addition of methyl anion to the C-3 carbonyl groups of α-anomer 9 and β-anomer 10 having 2,6-anhydro-2-thio structures, respectively, which were prepared from the common intermediate 6 in stereocontrolled fashion.
| Original language | English |
|---|---|
| Pages (from-to) | 4139-4142 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 32 |
| Issue number | 33 |
| DOIs | |
| Publication status | Published - 1991 Aug 12 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Toshima, K., Yoshida, T., Mukaiyama, S., & Tatsuta, K. (1991). De Novo highly stereocontrolled synthesis of 2,6-dideoxy-C-3-branched carbohydrates by use of 2,6-anhydro-2-thio sugar: l-cladinose and its C-3 epimer. Tetrahedron Letters, 32(33), 4139-4142. https://doi.org/10.1016/S0040-4039(00)79886-8