Synthesis

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

Index: Yamamoto; Ishihara; Kanoh; Murai Synthesis, 2000 , # 13 p. 1894 - 1906

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Citation Number: 5

Abstract

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 a-hydroxyl groups at C1 and C3 as well as the oxygenated substituent at C8 in the naturally occurring form in good yields. Key words: azadirachtin, insect antifeedant, decalin, cyclic carbonate, intramolecular Diels-Alder reaction