The Total Synthesis of Raistrickindole A

J Org Chem. 2022 Dec 2;87(23):16111-16114. doi: 10.1021/acs.joc.2c02033. Epub 2022 Nov 11.


The total synthesis of raistrickindole A has been achieved, thereby confirming the proposed structure as an N-hydroxylated DKP. In the first but less selective approach, the DKP was built up by cyclization of a diastereoisomerically mixed N-hydroxylated dipeptide. In the second approach, the same DKP was constructed stereoselectively by the intramolecular Mitsunobu reaction of a hydroxamic acid. The synthesis was completed by a stereoselective oxidative cyclization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Dipeptides*
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism


  • Dipeptides