SYNTHESIS BASED ON CYCLOHEXADIENES .11. A NEW TOTAL SYNTHESIS OF (PLUS-OR-MINUS)-NORPREZIZANONE

被引:8
|
作者
SELVAKUMAR, N [1 ]
RAO, GSRS [1 ]
机构
[1] INDIAN INST SCI,DEPT ORGAN CHEM,BANGALORE 560012,KARNATAKA,INDIA
关键词
CYCLOADDITION; STEREOSPECIFIC 1,4-ADDITION; SESQUITERPENE SYNTHESIS;
D O I
10.1016/S0040-4039(00)61567-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acid catalyzed rearrangement of endo 1-methoxytricyclo[6.2.2.0(3,8)]dodec-2-en-10-ol 8c afforded the ketone 9 which has been transformed into (+/-)-norprezizanone 19 thus completing a formal synthesis of (+/-)-zizaene. A key step in this strategy is a stereospecific 1,4-addition of a methyl group.
引用
收藏
页码:7789 / 7792
页数:4
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