Functionalisation of artemisinin and its ring-contracted derivatives

Molecules. 2007 Mar 9;12(3):395-405. doi: 10.3390/12030395.

Abstract

Isoxazoline analogues of artemisinin were obtained in low yield and low diastereoselectivity from the 1,3-dipolar cycloaddition of nitrile oxides. Alternatively, starting from the aldehyde 7, a number of transformations--Wittig reaction and reduction, Henry reaction and cyanohydrin formation--were achieved in significantly higher yields. In the cases where a new stereocenter was introduced this occurred diastereoselectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Artemisinins / chemical synthesis*
  • Artemisinins / chemistry
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry

Substances

  • Artemisinins
  • Heterocyclic Compounds
  • artemisinin