4.7 Article

Synthesis of tert-butyl peresters from aldehydes by Bu4NI-catalyzed metal-free oxidation and its combination with the Kharasch-Sosnovsky reaction

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 38, Pages 10827-10829

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc14602e

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Funding

  1. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
  2. NSFC [20802047, 21072142]

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A new tert-butyl peresters synthesis directly from aldehydes and TBHP was developed via Bu4NI-catalyzed aldehyde C-H oxidation. Mechanistic studies suggest that the protocol proceeds via a radical process. Combining the method with the Kharasch-Sosnovsky reaction offers a practical approach for the synthesis of allylic esters from simple aldehydes and alkenes via a two-step one-pot procedure.

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