Chew, X. Y.; Lin, Y. H.; Lim, Y. H., Facile synthesis of enol ethers via Zn(OTf)2-mediated formal alkyne hydration-Smiles rearrangement. RSC Advances 2014, 4, (32), p 16765-16768.
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.
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Funding Info:
Financial support for this work was provided by A*STAR Joint Council Organisation (JCO), Singapore under the JCO Career Development Award (CDA) grant JCO12302EG013 (to Y.H.L.).