Enantioselective Synthesis of Biaryl Atropisomers via Pd/Norbornene-Catalyzed Three-Component Cross-Couplings

Enantioselective Synthesis of Biaryl Atropisomers via Pd/Norbornene-Catalyzed Three-Component Cross-Couplings
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Pd/降冰片烯催化三组分交叉偶联对映选择性合成联芳阻转异构体

DOI:
10.1021/acscatal.8b01037
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发表时间:
2018-06-01
期刊:
影响因子:
12.9
通讯作者:
Gu, Zhenhua
Gu, Zhenhua
中科院分区:
化学1区
文献类型:
--
作者:
Ding, Linlin;Sui, Xianwei;Gu, Zhenhua

文献摘要

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报道了钯和降冰片烯共催化的三组分交叉偶联反应可用于合成联芳基轴手性异构体。这种多米诺反应在使用具有轴手性和磷手性中心的P,C型配体时能获得最佳产率和对映选择性。该过程由于其步骤经济性以及与容易获得的邻位取代芳基卤化物的兼容性,相比传统交叉偶联具有优势,因此可以使用邻位取代芳基卤化物来替代连续三取代的芳基卤化物。
Three-component cross-coupling cocatalyzed by palladium and norbornene is reported for the synthesis of biaryl atropisomers. This domino reaction gave optimal yield and enantioselectivity with a P,C-type ligand bearing axial chirality and P chiral center. The process showed advantages over traditional cross-coupling because of its step economy and its compatibility with readily available ortho-substituted aryl halides, which could, therefore, be used instead of continuously trisubstituted aryl halides.