Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Strategy
Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Strategy
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DOI：
10.1055/s-0036-1589077
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发表时间：
2017-10-01
期刊：
影响因子：
2
通讯作者：
Engle, Keary M.
中科院分区：
文献类型：
--
作者：
Gurak, John A., Jr.;Engle, Keary M.
烯烃氢胺化是将烯烃转化为结构复杂的胺产品的一种有吸引力的方法。在过去的几十年里，人们采取了几种不同的策略来实现这一具有历史挑战性的反应。与这种转化相关的关键问题之一是区域选择性的控制，这对内部非共轭烯烃来说尤其困难。我们的研究小组最近发现，在钯（II）催化的烯烃与N-H亲核试剂的氢胺化反应中，成功地使用了可移动的双齿辅助物来控制区域选择性和稳定关键的核化中间体。本文描述了这项工作的历史背景、潜在的概念逻辑、我们迄今为止的结果以及未来的展望。
Alkene hydroamination is an attractive approach for converting alkenes into structurally complex amine products. Several different strategies have been pursued over the past few decades to achieve this historically challenging reaction. One of the key issues associated with this transformation is control of regioselectivity, which is particularly difficult for internal non-conjugated alkenes. Our group has recently found success using a removable bidentate auxiliary to control regioselectivity and stabilize the key nucleopalladated intermediate in a palladium(II)-catalyzed alkene hydroamination with N-H nucleophiles. This article describes the historical context for this work, the underlying conceptual logic, our results to date, and the future outlook.