Synthetic studies on azadirachtin: An efficient asymmetric synthesis of the highly functionalized tricyclic decalin part of azadirachtin

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

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

The detailed examination of intramolecular Diels-Alder reactions of several structurally related trienes led to construction of the desired tricyclic decalin moiety of azadirachtin with the α-hydroxyl groups at C1 and C3 as well as the oxygenated substituent at C8 in the naturally occurring form in good yields.

Original languageEnglish
Pages (from-to)1894-1906
Number of pages13
JournalSynthesis
Issue number13
DOIs
Publication statusPublished - 2000 Jan 1

Keywords

  • Azadirachtin
  • Cyclic carbonate
  • Decalin
  • Insect antifeedant
  • Intramolecular Diels-Alder reaction

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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