First synthesis of an ABCE ring substructure of daphnicyclidin A

Org Biomol Chem. 2022 Aug 24;20(33):6547-6549. doi: 10.1039/d2ob01246d.

Abstract

The ABCE tetracyclic ring system of daphnicyclidin A was prepared using an intramolecular (4 + 3) cycloaddition of an oxidopyridinium ion as the key step. This route consists of a 10-step synthesis with an overall yield of 20.2%. This result offers support for the use of this strategy for total synthesis of daphnicyclidin A.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkaloids* / chemistry
  • Cyclization
  • Cycloaddition Reaction

Substances

  • Alkaloids
  • daphnicyclidin A