Abstract
A simple and efficient trifluoromethanesulfonic acid-catalyzed cycloisomerization of arylpropagylsulfonamide-tethered 2,3-epoxycyclohexan-1-ols is described. The cyclization proceeds via tandem semi-pinacol rearrangement/alkyne-aldehyde metathesis to afford spiropiperidines under mild reaction conditions.
| Original language | English |
|---|---|
| Pages (from-to) | 3290-3294 |
| Number of pages | 5 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 353 |
| Issue number | 18 |
| DOIs | |
| Publication status | Published - 2011 Dec 1 |
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Keywords
- alkyne/aldehyde metathesis
- semi-pinacol rearrangement
- spiropiperidines
- tandem reactions
- triflic acid
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Lin, M. N., Wu, S. H., & Yeh, M-C. P. (2011). Trifluoromethanesulfonic acid-catalyzed tandem semi-pinacol rearrangement/alkyne-aldehyde metathesis reaction of arylpropagylsulfonamide- tethered 2,3-epoxycyclohexan-1-ols to spiropiperidines. Advanced Synthesis and Catalysis, 353(18), 3290-3294. https://doi.org/10.1002/adsc.201100576