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Issue 32, 2014
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Facile synthesis of enol ethers via Zn(OTf)2-mediated formal alkyne hydration-Smiles rearrangement

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Abstract

An efficient protocol involving commercially available zinc trifluoromethanesulfonate was able to transform a terminal alkyne to an enol ether via a formal tandem Markovnikov hydration-Smiles type rearrangement. The chemoselective reaction was able to work with a range of heteroaromatic tethers such as diazine, pyridine, benzimidazole and benzothiazole.

Graphical abstract: Facile synthesis of enol ethers via Zn(OTf)2-mediated formal alkyne hydration-Smiles rearrangement

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Publication details

The article was received on 08 Jan 2014, accepted on 25 Mar 2014 and first published on 26 Mar 2014


Article type: Communication
DOI: 10.1039/C4RA00159A
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RSC Adv., 2014,4, 16765-16768

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    Facile synthesis of enol ethers via Zn(OTf)2-mediated formal alkyne hydration-Smiles rearrangement

    X. Chew, Y. Lin and Y. H. Lim, RSC Adv., 2014, 4, 16765
    DOI: 10.1039/C4RA00159A

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