Copper-Catalyzed Oxidative Cleavage of Electron-Rich Olefins in Water at Room Temperature
Por:
Lippincott D.J., Trejo-Soto P.J., Gallou F., Lipshutz B.H.
Publicada:
7 sep 2018
Resumen:
A copper-catalyzed oxidative cleavage of electron-rich olefins into their corresponding carbonyl derivatives is described as an alternative to ozonolysis. The scope includes various precursors to aryl ketone derivatives, as well as oxidations of enol ethers bearing atypical alkyl and dialkyl substitution, the first of their kind among such metal catalyzed alkene cleavage reactions. The use of an inexpensive copper salt, room temperature conditions, an aerobic atmosphere, and water as the global reaction medium highlight the green features of this new method. Associated mechanistic investigations are also presented. © 2018 American Chemical Society.
Filiaciones:
Lippincott D.J.:
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, United States
Trejo-Soto P.J.:
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, United States
Facultad de Química, Departamento de Farmacia, Universidad Nacional Autónoma de México, CDMX, Mexico City, 04510, Mexico
Gallou F.:
Novartis Pharma AG, Basel, CH-4057, Switzerland
Lipshutz B.H.:
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, United States
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