CHEMISTRY OF INSECT ANTIFEEDANTS FROM AZADIRACHTA-INDICA .18. DEMETHYLATION AND METHYLATION OF THE C-8 POSITION OF THE DECALIN PORTION OF AZADIRACHTIN

被引:26
作者
KOOT, WJ [1 ]
LEY, SV [1 ]
机构
[1] UNIV CAMBRIDGE,DEPT CHEM,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1016/0040-4020(94)01071-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The degradation of azadirachtin (1) to the demethylated decalin 4 and the subsequent remethylation to the protected fragment 5 are described. The crucial steps in the degradation sequence were the decarbonylation of 14 and the selective removal of the hydroxy group at C8 in 16. Reaction of the silyl enolether of 4 with Eschenmoser's salt and subsequent reduction of enone 24 gave 5.
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页码:2077 / 2090
页数:14
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