NOVEL TANDEM REARRANGEMENT OF A STEROIDAL RING-D CYCLOADDUCT DERIVED FROM 2-CHLOROACRYLONITRILE

被引:10
作者
BULL, JR
GRUNDLER, C
NIVEN, ML
机构
关键词
D O I
10.1039/c39930000271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The cycloadduct 2 derived from reaction of 3-methoxyestra-1,3,5(10),14,16-pentaen-17-yl acetate 1 with 2-chloroacrylonitrile undergoes a tandem reaction sequence in the presence of alkali, leading to (16(1)R)-3-methoxy-17-oxo-15beta,16(1)-cyclo-14,16beta-ethano-14beta-estra-1,3,5(10)-triene-16(1)-carbonitrile 4, the X-ray crystal structure of which is reported; compound 4 is converted into new ring D bridged analogues of estrone.
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页码:271 / 273
页数:3
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