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2015•Organic LettersRequires access

Cycloisomerization of Allene–Enol Ethers under Bi(OTf)3 Catalysis

Pierrick Ondet, Amélie M. Joffrin, Ilhem Diaf, Gilles Lemière, Élisabet Duñach

Open publisher page 29 citations

Abstract

The cycloisomerization of allene-enol ethers under Bi(OTf)3 catalysis was developed as a novel "atom-economic" tool for accessing interesting functionalized cyclopentene rings. Bi(OTf)3 was shown to promote selectively the activation of the enol ether moiety of the substrate. This catalytic methodology was further extended to the synthesis of dihydrofuran and oxaspirocycle derivatives.

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What this paper is about

The cycloisomerization of allene-enol ethers under Bi(OTf)3 catalysis was developed as a novel "atom-economic" tool for accessing interesting functionalized cyclopentene rings. Bi(OTf)3 was shown to promote selectively the activation of the enol ether moiety of the substrate. This catalytic methodology was further extended to the synthesis of dihydrofuran and oxaspirocycle derivatives.

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OpenAlex reports 29 citations for this work. Citation counts describe recorded attention and do not establish research quality.

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Available abstract

The cycloisomerization of allene-enol ethers under Bi(OTf)3 catalysis was developed as a novel "atom-economic" tool for accessing interesting functionalized cyclopentene rings. Bi(OTf)3 was shown to promote selectively the activation of the enol ether moiety of the substrate. This catalytic methodology was further extended to the synthesis of dihydrofuran and oxaspirocycle derivatives.

Key concepts: Cycloisomerization, Allene, Chemistry, Enol, Catalysis, Stereochemistry, Medicinal chemistry, Combinatorial chemistry

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