Enantioselective Palladium-Catalyzed C-H Functionalization of Indoles Using an Axially Chiral 2,2′-Bipyridine Ligand
Enantioselective Palladium-Catalyzed C-H Functionalization of Indoles Using an Axially Chiral 2,2′-Bipyridine Ligand
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DOI：
10.1002/anie.201504483
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发表时间：
2015-10-05
影响因子：
16.6
通讯作者：
Zhou, Yong-Gui
中科院分区：
文献类型：
--
作者：
Gao, Xiang;Wu, Bo;Zhou, Yong-Gui
钯催化吲哚的对映选择性C-H功能化与轴手性2,2'-联吡啶配体实现，从而提供所需的吲哚-3-乙酸酯衍生物高达98%的ee。此外，该反应方案也适用于苯酚与芳基重氮乙酸酯的不对称O - H插入反应。这是具有轴向手性的联吡啶配体在钯催化的卡宾迁移插入反应中的首次成功应用。
A palladium-catalyzed enantioselective C-H functionalization of indoles was achieved with an axially chiral 2,2'-bipyridine ligand, thus providing the desired indol-3-acetate derivatives with up to 98% ee. Moreover, the reaction protocol was also effective for asymmetric O H insertion reaction of phenols using alpha-aryl-alpha-diazoacetates. This represents the first successful application of bipyridine ligands with axial chirality in palladium-catalyzed carbene migratory insertion reactions.