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 |
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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 |
Keywords
- alkyne/aldehyde metathesis
- semi-pinacol rearrangement
- spiropiperidines
- tandem reactions
- triflic acid
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry