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Highly Regio- and Diastereoselective Synthesis of CF<sub>3</sub>-Substituted Lactones <i>via</i> Photoredox-Catalyzed Carbolactonization of Alkenoic Acids
176
Citations
43
References
2014
Year
Photoredox CatalysisEngineeringCf3 SourceSynthetic PhotochemistryOrganic ChemistryChemistryRu PhotocatalystPhotoredox ProcessDiastereoselective SynthesisOrganometallic CatalysisAlkenoic AcidsCross-coupling ReactionPhotochemistryCatalysisEnantioselective SynthesisBiomolecular EngineeringAlkene MetathesisHighly Regio-Synthetic Chemistry
Trifluoromethylative lactonization of both terminal and internal alkenoic acids by photoredox catalysis has been developed. The use of a Ru photocatalyst and Umemoto's reagent as a CF3 source is key in the present carbolactonization. This is the first example of a highly endo- and diastereoselective synthesis of CF3-substituted five-, six-, and seven-membered ring lactones from internal alkenoic acids.
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