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
Trifluoromethanesulfonic acid-catalyzed tandem semi-pinacol rearrangement/alkyne-aldehyde metathesis reaction of arylpropagylsulfonamide- tethered 2,3-epoxycyclohexan-1-ols to spiropiperidines. / Lin, Ming Nan; Wu, Shih Hui; Yeh, Ming-Chang P.
In: Advanced Synthesis and Catalysis, Vol. 353, No. 18, 01.12.2011, p. 3290-3294.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Trifluoromethanesulfonic acid-catalyzed tandem semi-pinacol rearrangement/alkyne-aldehyde metathesis reaction of arylpropagylsulfonamide- tethered 2,3-epoxycyclohexan-1-ols to spiropiperidines
AU - Lin, Ming Nan
AU - Wu, Shih Hui
AU - Yeh, Ming-Chang P.
PY - 2011/12/1
Y1 - 2011/12/1
N2 - 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.
AB - 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.
KW - alkyne/aldehyde metathesis
KW - semi-pinacol rearrangement
KW - spiropiperidines
KW - tandem reactions
KW - triflic acid
UR - http://www.scopus.com/inward/record.url?scp=84255177581&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84255177581&partnerID=8YFLogxK
U2 - 10.1002/adsc.201100576
DO - 10.1002/adsc.201100576
M3 - Article
AN - SCOPUS:84255177581
VL - 353
SP - 3290
EP - 3294
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 18
ER -