INTRAMOLECULAR ADDITION OF ARYL RADICALS TO VINYLOGOUS URETHANES - STUDIES TOWARD PREPARATION OF THE OXINDOLE PORTION OF GELSEMINE

被引:53
作者
HART, DJ
WU, SC
机构
[1] Department of Chemistry, The Ohio State University, Columbus, OH 43210
关键词
D O I
10.1016/S0040-4039(00)79873-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Free radical cyclization of vinylogous urethanes 5 and 12 gave spiro oxindoles 6 and 13 + 14, in 95% and 84% yields, respectively. Cyclization of projected gelsemine intermediate 19 resulted in the formation of oxindole 22 via a cyclization, 1,4-hydrogen atom transfer, reduction sequence.
引用
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页码:4099 / 4102
页数:4
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