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Synthesis of Cyclobutanones <i>via</i> Gold‐Catalyzed Oxidative Rearrangement of Homopropargylic Ethers
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Citations
103
References
2013
Year
Chemical EngineeringHomopropargylic EthersEngineeringHeterocyclicAlkene MetathesisCross-coupling ReactionNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOxonium YlideOrganometallic CatalysisCatalysisα‐Oxo Gold CarbenoidChemistryGold Catalyst
Abstract In the presence of a gold catalyst and 8‐ethylquinoline N ‐oxide, a homopropargylic ether bearing an electron‐rich aromatic ring or an alkenyl group can be converted into a cis ‐cyclobutanone smoothly. An α‐oxo gold carbenoid is proved to be the key intermediate, and it can evolve into an oxonium ylide. magnified image
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