Beilstein Journal of Organic Chemistry (Dec 2009)

A short synthesis of (±)-cherylline dimethyl ether

  • Bhima Y. Kale,
  • Ananta D. Shinde,
  • Swapnil S. Sonar,
  • Bapurao B. Shingate,
  • Sanjeev Kumar,
  • Samir Ghosh,
  • Soodamani Venugopal,
  • Murlidhar S. Shingare

DOI
https://doi.org/10.3762/bjoc.5.80
Journal volume & issue
Vol. 5, no. 1
p. 80

Abstract

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A synthesis of (±)-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization.

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