4.8 Article

Synthesis and Asymmetric Resolution of α-Azido-peroxides

Journal

ORGANIC LETTERS
Volume 15, Issue 15, Pages 3832-3835

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401443a

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Funding

  1. BRNS
  2. DAE, India
  3. IISER Bhopal
  4. CSIR, New Delhi

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An unprecedented synthesis of alpha-azido-peroxides has been developed using an FeCl3-catalyst starting from carbonyl, TMS-azide, and hydroperoxide. Further, a base promoted decomposition of synthesized secondary alpha-azido-peroxides to provide the corresponding tert-butyl esters has been disclosed. Finally, an asymmetric kinetic resolution of such alpha-azido-peroxides has also been developed to provide chiral a-azido-peroxides in excellent enantiopurity.

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