Abstract
The previously unknown selective N-demethylation of tertiary aminofumagillols (5a-e) to the corresponding secondary aminofumagillols (7a-c) is effectively accomplished via a non-classical Polonovski type reaction using selenium dioxide (SeO2). Especially, noteworthy is that two epoxy and the α,β-unsaturated ester functionalities in the fumagillol molecules tolerate in this transformation. Aminofumagillol derivatives are valuable antiangiogenesis inhibitors.
| Original language | English |
|---|---|
| Pages (from-to) | 915-932 |
| Number of pages | 18 |
| Journal | Heterocycles |
| Volume | 68 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2006 May 1 |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry
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Lee, H. W., Ahn, J. B., Lee, J. H., Kang, S. K., Ahn, S. K., & Ha, D. C. (2006). Selective N-demethylation of tertiary aminofumagillols with selenium dioxide via a non-classical Polonovski type reaction. Heterocycles, 68(5), 915-932. https://doi.org/10.3987/COM-06-10683