Organic Letters · 2006 · 195 citations · 2 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst PreparationCatalyst SynthesisCatalytic MaterialsCatalytic MechanismsChemical ReactionsOrganic SynthesisAlkyne Cycloaddition ReactionsAlkyne Gold ComplexesCatalytic Reaction MechanismsCyclic Carbonate SynthesisMild Reaction ConditionsTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Functionalization
[reaction: see text]. A study concerning the gold(I)-catalyzed rearrangement of propargylic tert-butyl carbonates into 4-alkylidene-1,3-dioxolan-2-ones is described. The mild reaction conditions employed allow the efficient synthesis of a variety of cyclic carbonates that would be less conveniently obtained using reported methods. Variability in the structure of the final product has been observed and is significantly dependent on the nature of the substituent attached to the alkyne moiety.
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