STEREOCHEMICAL OUTCOME OF BENZYLLITHIUMS SYNTHESIS FROM SELENIDES

被引:17
作者
KRIEF, A [1 ]
HOBE, M [1 ]
DUMONT, W [1 ]
BADAOUI, E [1 ]
GUITTET, E [1 ]
EVRARD, G [1 ]
机构
[1] CNRS,INST SUBST NAT,RMN LAB,F-91190 GIF SUR YVETTE,FRANCE
关键词
D O I
10.1016/S0040-4039(00)92094-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Epimerisation usually occurs during the synthesis of arylalcanes from the corresponding benzylselenides which involves benzyllithiums as intermediates. This has been used to produce stereoselectively arylcyclopentanes and arylcyclopropanes. Gamma-Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.
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收藏
页码:3381 / 3384
页数:4
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