Abstract
A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.
| Original language | English |
|---|---|
| Pages (from-to) | 1281-1288 |
| Number of pages | 8 |
| Journal | Journal of the Chinese Chemical Society |
| Volume | 61 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - 2014 Jul 25 |
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Keywords
- Alcohol
- Alkyne
- Claisen rearrangement
- Epoxy
- Gold
- Vinyl ether
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Lin, H. H., Chen, Y. J., Liao, K. Y., & Yeh, M. C. P. (2014). Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols. Journal of the Chinese Chemical Society, 61(12), 1281-1288. https://doi.org/10.1002/jccs.201400121