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Creators/Authors contains: "Gutman, Kaylaa L"

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  1. ; ; (, Journal of the American Chemical Society)
    Enantioselective protonation is a versatile approach to the construction of tertiary α-stereocenters, which are common structural motifs in various natural products and biologically relevant compounds. Herein we report a mild access to these chiral centers using cooperative gold(I) catalysis. From cyclic ketone enol carbonates, this asymmetric catalysis provides highly enantioselective access to cyclic ketones featuring an α tertiary chiral center, including challenging 2-methylsuberone. In combination with the gold-catalyzed formation of cyclopentadienyl carbonates in a one-pot, two-step process, this chemistry enables expedient access to synthetically versatile α′-chiral cyclopentenones with excellent enantiomeric excesses from easily accessible enynyl carbonate substrates. 
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