Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 18, Pages 3290-3294Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100576
Keywords
alkyne; aldehyde metathesis; semi-pinacol rearrangement; spiropiperidines; tandem reactions; triflic acid
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Funding
- National Science Council (NSC) [98-2119M-003-004-MY3, 98-2119M-003-001-MY2]
- National Taiwan Normal University
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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.
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