Palladium-catalyzed stereo- and regiospecific allylation of aryl halides with homoallyl alcohols via retro-allylation:: Selective generation and use of σ-allylpalladium

被引:103
作者
Hayashi, S [1 ]
Hirano, K [1 ]
Yorimitsu, H [1 ]
Oshima, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan
关键词
D O I
10.1021/ja058055u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of tertiary homoallyl alcohol with aryl halide under palladium catalysis resulted in the transfer of the allyl moiety of the homoallyl alcohol to aryl halide and yielded the corresponding cross-coupling product stereo- and regiospecifically. The transfer process includes retro-allylation, which proceeds via a conformationally regulated six-membered transition state. The retro-allylation can be regarded as a method for the stereo- and regiospecific preparation of σ-allylpalladium. Copyright © 2006 American Chemical Society.
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页码:2210 / 2211
页数:2
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