REACTIONS OF 1,2-DEHYDRO-ORTHO-CARBORANE WITH DIENES

被引:63
作者
GHOSH, T [1 ]
GINGRICH, HL [1 ]
KAM, CK [1 ]
MOBRAATEN, EC [1 ]
JONES, M [1 ]
机构
[1] PRINCETON UNIV,DEPT CHEM,PRINCETON,NJ 08544
关键词
D O I
10.1021/ja00004a036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A carborane version of dehydrobenzene, 1,2-dehydro-o-carborane (4), has been generated from (2-bromo-o-carboranyl)lithium (5). This new intermediate undergoes the ene reaction as well as 2 + 2 and 2 + 4 cycloadditions. The 2 + 2 cycloaddition is nonstereospecific, whereas the 2 + 4 cycloaddition likely proceeds with retention of stereochemistry.
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页码:1313 / 1318
页数:6
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