Highly Regioselective Copper‐Catalyzed Transfer Hydrodeuteration of Unactivated Terminal Alkenes
Highly Regioselective Copper‐Catalyzed Transfer Hydrodeuteration of Unactivated Terminal Alkenes
复制标题
高度区域选择性铜催化未活化末端烯烃的转移加氢氘化
DOI：
10.1002/chem.202104340
复制
发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Clark, Joseph R.
中科院分区：
文献类型：
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作者：
Reyes, Albert;Torres, Emanuel Rivera;Vang, Zoua Pa;Clark, Joseph R.
未活化的烯烃的催化转移氢重氢反应是具有挑战性的，因为要求化学上相似的氢和重氢通过π-键进行选择性插入。我们现在报告了一种高区域选择性的未活化的末端烯烃在各种含杂原子或杂环的底物上的催化转移氢代反应。在两个复杂的天然产物上也证实了贱金属催化的反应。反应研究表明，模数条件也可以扩展到执行烯烃转移氢化或转移氢化。
Catalytic transfer hydrodeuteration of unactivated alkenes is challenging because of the requirement that chemically similar hydrogen and deuterium undergo selective insertion across a π‐bond. We now report a highly regioselective catalytic transfer hydrodeuteration of unactivated terminal alkenes across a variety of heteroatom‐ or heterocycle‐containing substrates. The base‐metal‐catalyzed reaction is also demonstrated on two complex natural products. Reaction studies indicate modular conditions that can also be extended to perform either an alkene transfer hydrogenation or transfer deuteration.