Synthetic studies on azadirachtin: Asymmetric synthesis of the tetracyclic decalin part of azadirachtin

Naoki Kanoh, J. Ishihara, Y. Yamamoto, A. Murai

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A synthesis of the tetracyclic decalin part of azadirachtin in the naturally occurring form is described. The key reactions involve the Corey-Bakshi-Shibata (CBS) asymmetric reduction of the ketone, and an intramolecular Diels-Alder (IMDA) reaction.

Original languageEnglish
Pages (from-to)1878-1893
Number of pages16
JournalSynthesis
Issue number13
DOIs
Publication statusPublished - 2000 Jan 1
Externally publishedYes

Keywords

  • Azadirachtin
  • CBS asymmetric reduction
  • Decalin
  • Insect antifeedant
  • Intramolecular Diels-Alder reaction

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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