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Development of Modifiable Bidentate Amino Oxazoline Directing Group for Pd-Catalyzed Arylation of Secondary C-H Bonds

机译:Pd催化的二级C-H键芳基化的可修饰双齿氨基恶唑啉指导基团的开发

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摘要

A novel bidentate alpha-amino oxazolinyl directing group has been developed. Different from previous directing groups, this newly designed directing group was easily prepared from amino acids and modified in structure. This auxiliary preferentially effects functionalization at secondary C(sp(3))-H bonds, rather than at aryl C(sp(2))-H bonds. The diastereoselectivity of direct arylation between geminal secondary C(sp(3))-H bonds in linear molecules has also been realized for the first time with a chiral directing group by remote chirality relay. Two diastereoisomers are produced with the same chiral source by changing the substituents of substrates and aryl halides.
机译:已经开发了新颖的双齿α-氨基恶唑啉基指导基团。与以前的指导小组不同,这个新设计的指导小组很容易从氨基酸制备并进行结构修饰。该辅助剂优先在二级C(sp(3))-H键上而不是在芳基C(sp(2))-H键上进行功能化。线性分子中的双键二级C(sp(3))-H键之间直接芳基化的非对映选择性也首次通过远程手性中继与手性导向基团实现。通过改变底物和芳基卤化物的取代基,可以在相同的手性来源下生成两种非对映异构体。

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