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Synthesis 2000; 2000(13): 1894-1906
DOI: 10.1055/s-2000-8224
DOI: 10.1055/s-2000-8224
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Synthetic Studies on Azadirachtin: An Efficient Asymmetric Synthesis of the Highly Functionalized Tricyclic Decalin Part of Azadirachtin
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Publication History
Publication Date:
31 December 2000 (online)
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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 the oxygenated substituent at C8 in the naturally occurring form in good yields.
azadirachtin - insect antifeedant - decalin - cyclic carbonate - intramolecular Diels - Alder reaction