THROUGH-SPACE AMIDE ACTIVATION OF C-H BONDS IN TRIANGULANES

被引:35
作者
EATON, PE
LUKIN, KA
机构
[1] Department of Chemistry, The University of Chicago, Chicago, Illinois 60637
关键词
D O I
10.1021/ja00077a041
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amide activation for anion formation from properly located CH groups in triangulanes is shown to provide for stereospecific functionalization. Thus, treatment of exo amide 20a with (TMP)2Mg followed by CO2 carboxylation leads to syn substitution in the adjacent ring (21). The same treatment of endo amide 20b gives endo (syn) substitution in the remote ring (22).
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页码:11370 / 11375
页数:6
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