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A Convergent Radical Based Route to Trifluoromethyl Ketones and to α,β-Unsaturated Trifluoromethyl Ketones
20
Citations
49
References
2015
Year
Convergent RadicalEngineeringEnantioselective SynthesisNatural SciencesAliphatic IodidesDiversity-oriented SynthesisRadical (Chemistry)Trifluoromethyl KetonesOrganic ChemistryChemistryβ-Unsaturated Trifluoromethyl KetonesHalogenationSynthetic ChemistryBiophysicsBiomolecular Engineering
A convergent synthesis of trifluoromethyl ketones and α,β-unsaturated trifluoromethyl ketones is described, starting with aliphatic iodides and dithiocarbonates (xanthates) and exploiting both the α- and β-fragmentations of a sulfonyl radical. The transformation initially furnishes the ketones in a masked enol carbonate form, from which they can be easily regenerated.
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