Synthesis of 2,5-disubstituted dihydrofuran-3(2 H)-ones via [2,3]-sigmatropic rearrangement of oxonium ylides generated from α-oxo gold carbenes

Miyeon Han, Joohee Bae, Juhee Choi, Jinsung Tae

Research output: Contribution to journalArticle

7 Citations (Scopus)

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 languageEnglish
Article numberST-2013-U0608-L
Pages (from-to)2077-2080
Number of pages4
JournalSynlett
Volume24
Issue number16
DOIs
Publication statusPublished - 2013 Aug 30

Fingerprint

Gold
Ethers
Oxides
Oxidation
hydronium ion
carbene
2,5-dihydrofuran
kumausallene

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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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 journalArticle

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