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首页> 外文期刊>Chemistry: A European journal >Palladium-Catalyzed Suzuki-Miyaura Reaction Involving a Secondary sp3 Carbon:Studies of Stereochemistry and Scope of the Reaction
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Palladium-Catalyzed Suzuki-Miyaura Reaction Involving a Secondary sp3 Carbon:Studies of Stereochemistry and Scope of the Reaction

机译：钯催化的涉及仲sp3碳的铃木-宫浦反应：立体化学和反应范围的研究

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摘要

Palladium-catalyzed C-C bond formation involving secondary sp3-hybridized carbon is described.These reactions occur with secondary 1-bromoethyl arylsulfoxides and differ ent arylboronic acids,to produce the corresponding arylated sulfoxides in moderate to high yields and with com plete stereospecificity.Despite the presence of beta hydrogens in the sub strate,the competitive beta-hydride elimi nation is not a significant side reaction when coordinating solvents are used.The reported cross-coupling involves secondary C_(sp3)-C_(sp2)bond formation:this is the first time that a mechanistic study has been carried out with such substrates.The reaction proceeds with inversion of configuration at the stc-reogenic C_(sp3)carbon.The high stereo-specificity of the coupling and the mildness of the reaction conditions allow for the preservation of the opti cal purities of reagents and products and the preparation of useful chiral tar gets.
机译：描述了涉及仲sp3-杂化碳的钯催化CC键的形成。这些反应与仲1-溴乙基芳基亚砜和不同的芳基硼酸发生，以中等至高收率和完全的立体定向性产生相应的芳基化亚砜。底物中的β氢原子，竞争性的β-氢化物类似物在使用配位溶剂时不是显着的副反应。报道的交叉偶合涉及次级C_（sp3）-C_（sp2）键的形成：这是第一个在这种底物上进行机理研究的时间。反应在stc-reogenic C_（sp3）碳上进行构型反转。偶联的高立体特异性和反应条件的温和性可以保存试剂和产品的最佳纯度以及有用的手性焦油的制备方法。

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