A REGIOSELECTIVE DIELS-ALDER SYNTHESIS OF ELLIPTICINE

被引:48
作者
DAVIS, DA [1 ]
GRIBBLE, GW [1 ]
机构
[1] DARTMOUTH COLL,DEPT CHEM,HANOVER,NH 03755
关键词
D O I
10.1016/S0040-4039(00)88731-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The trimethylsilyl trifluoromethanesulfonate accelerated Diels-Alder reaction between 1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole (3) and 5,6-dihydropyridones (10) shows high regioselectivity, yielding carbazole 11 upon hydrolytic workup. Carbazole 11b has been successfully converted to the pyridocarbazole alkaloid ellipticine (1). © 1990.
引用
收藏
页码:1081 / 1084
页数:4
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