4.8 Article

Cu(II)-Catalyzed Aerobic Hydroperoxidation of Meldrum's Acid Derivatives and Application in Intramolecular Oxidation: A Conceptual Blueprint for O2/H2 Dihydroxylation

Journal

ORGANIC LETTERS
Volume 14, Issue 23, Pages 5932-5935

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol302848m

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Funding

  1. National Institute of General Medical Sciences [R01 GM084927]
  2. National Science Foundation
  3. Vietnam Education Foundation

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Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

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