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Trifluoromethanesulfonic Acid‐Catalyzed Tandem Semi‐Pinacol Rearrangement/Alkyne‐Aldehyde Metathesis Reaction of Arylpropagylsulfonamide‐Tethered 2,3‐Epoxycyclohexan‐1‐ols to Spiropiperidines |
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| Authors: | Ming‐Nan Lin Shih‐Hui Wu Ming‐Chang P. Yeh |
| 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. |
| Keywords: | alkyne/aldehyde metathesis semi‐pinacol rearrangement spiropiperidines tandem reactions triflic acid |