Abstract
In the α-glycosylation study of the unusual, 2-deoxy amino sugar of kedarcidin, polystyrene-supported DBU (PDBU) was found to be invaluable to the clean preparation of the highly labile Schmidt donor of L-kedarosamine. By further recognition that the C4-alcohol should be left free for favorable acceptor reactivity, we could for the first time successfully assemble the C13-O-α-glycoside of the ansamacrolide substructure of the kedarcidin chromophore.
| Original language | English |
|---|---|
| Pages (from-to) | 719-722 |
| Number of pages | 4 |
| Journal | Organic letters |
| Volume | 6 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2004 Mar 4 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Ohashi, I., Lear, M. J., Yoshimura, F., & Hirama, M. (2004). Use of polystyrene-supported DBU in the synthesis and α-selective glycosylation study of the unstable schmidt donor of L-kedarosamine. Organic letters, 6(5), 719-722. https://doi.org/10.1021/ol036353v