Synthesis of 1H-2,3-dihydropyrrolizine derivatives as precursors of bifunctional alkylating agents

Shanthi Rajaraman, Leslie S. Jimenez

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Two 1H-2,3-dihydropyrrolizine derivatives bearing a nitro group at the 6 position have been synthesized and an improved method for nitrating pyrroles using potassium nitrate in trifluoroacetic acid was developed. An efficient, two-step synthesis of the butterfly pheromone, Danaidone, was also developed with an overall 33% yield.

Original languageAmerican English
Pages (from-to)10407-10412
Number of pages6
JournalTetrahedron
Volume58
Issue number52
DOIs
StatePublished - Dec 23 2002

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Antitumor agents
  • Bifunctional alkylating agents
  • Dihydropyrrolizine

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