Synthesis

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

N Kanoh, J Ishihara, Y Yamamoto, A Murai

Index: Kanoh; Ishihara; Yamamoto; Murai Synthesis, 2000 , # 13 p. 1878 - 1893

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Citation Number: 7

Abstract

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. Key words: azadirachtin, insect antifeedant, decalin, CBS asymmetric reduction, intramolecular Diels- Alder reaction