alexa Cycloisomerization versus hydration reactions in aqueous media: a Au(III)-NHC catalyst that makes the difference.
Chemistry

Chemistry

Organic Chemistry: Current Research

Author(s): TomsMendivil E, Toullec PY, Dez J, Conejero S, Michelet V,

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Abstract A novel water-soluble Au(III)-NHC complex has been synthesized and successfully applied in the intramolecular cyclization of γ-alkynoic acids into enol-lactones under biphasic toluene/water conditions, thus representing a rare example of an active and selective catalyst for this transformation in aqueous media. Remarkably, competing alkyne hydration processes were not observed, even during the desymmetrization reaction of challenging 1,6-diyne substrates. In addition, after phase separation, the water-soluble Au(III) catalyst could be recycled 10 times without loss of activity or selectivity. This article was published in Org Lett and referenced in Organic Chemistry: Current Research

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