Abstract
Novel [2,3]-sigmatropic rearrangements of oxonium ylides generated from α-oxo gold carbenes were discovered. An efficient synthetic method of 2,5-disubstituted dihydrofuran-3(2H)-ones via gold-catalyzed intermolecular oxidation of the allyl homopropargyl ethers with N-oxide was developed. And the synthetic utility of the current method has been proved by concise formal synthesis of (±)-kumausallene.
| Original language | English |
|---|---|
| Article number | ST-2013-U0608-L |
| Pages (from-to) | 2077-2080 |
| Number of pages | 4 |
| Journal | Synlett |
| Volume | 24 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 2013 Aug 30 |
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All Science Journal Classification (ASJC) codes
- Organic Chemistry
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Synthesis of 2,5-disubstituted dihydrofuran-3(2 H)-ones via [2,3]-sigmatropic rearrangement of oxonium ylides generated from α-oxo gold carbenes. / Han, Miyeon; Bae, Joohee; Choi, Juhee; Tae, Jinsung.
In: Synlett, Vol. 24, No. 16, ST-2013-U0608-L, 30.08.2013, p. 2077-2080.Research output: Contribution to journal › Article
TY - JOUR
T1 - Synthesis of 2,5-disubstituted dihydrofuran-3(2 H)-ones via [2,3]-sigmatropic rearrangement of oxonium ylides generated from α-oxo gold carbenes
AU - Han, Miyeon
AU - Bae, Joohee
AU - Choi, Juhee
AU - Tae, Jinsung
PY - 2013/8/30
Y1 - 2013/8/30
N2 - Novel [2,3]-sigmatropic rearrangements of oxonium ylides generated from α-oxo gold carbenes were discovered. An efficient synthetic method of 2,5-disubstituted dihydrofuran-3(2H)-ones via gold-catalyzed intermolecular oxidation of the allyl homopropargyl ethers with N-oxide was developed. And the synthetic utility of the current method has been proved by concise formal synthesis of (±)-kumausallene.
AB - Novel [2,3]-sigmatropic rearrangements of oxonium ylides generated from α-oxo gold carbenes were discovered. An efficient synthetic method of 2,5-disubstituted dihydrofuran-3(2H)-ones via gold-catalyzed intermolecular oxidation of the allyl homopropargyl ethers with N-oxide was developed. And the synthetic utility of the current method has been proved by concise formal synthesis of (±)-kumausallene.
UR - http://www.scopus.com/inward/record.url?scp=84882775376&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84882775376&partnerID=8YFLogxK
U2 - 10.1055/s-0033-1339662
DO - 10.1055/s-0033-1339662
M3 - Article
VL - 24
SP - 2077
EP - 2080
JO - Synlett
JF - Synlett
SN - 0936-5214
IS - 16
M1 - ST-2013-U0608-L
ER -