Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives

Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives
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DOI:
10.1021/jo0357162
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发表时间:
2004-05-28
影响因子:
3.6
通讯作者:
Minehan, T
Minehan, T
中科院分区:
化学2区
文献类型:
--
作者:
Baker, L;Minehan, T

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研究了钯(0)催化的三有机铟试剂的烯丙基取代反应。在1-3 mol % Pd-2(dba)(3)存在下,原位生成的乙烯基-和芳基铟与取代和未取代的环己-2-烯基酯反应,以中等至优异的产率生成乙烯基-或芳基环己烯。这个过程的立体选择性也进行了检查,并提出证据表明,该反应进行与立体化学构型的反转。
Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.