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钯催化的远程烯烃的水氧合反应:伯醇的有效合成方法。

Palladium-Catalyzed Remote Hydro-Oxygenation of Internal Alkenes: An Efficient Access to Primary Alcohols.

机构信息

State Key Laboratory of Organometallic Chemistry and Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, 200032, China.

Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen, 518055, China.

出版信息

J Am Chem Soc. 2022 Dec 21;144(50):22877-22883. doi: 10.1021/jacs.2c11428. Epub 2022 Dec 12.

Abstract

As a general method for the synthesis of alcohols, the direct oxygenation of alkenes is difficult to afford linear alcohols. Herein, we communicate the remote hydro-oxygenation of alkenes under palladium catalysis, in which both terminal and internal alkenes are suitable to yield the corresponding linear alcohols efficiently. A compatible SelectFluor/silane redox system plays an essential role for the excellent chemo- and regioselectivities. The reaction features a broad substrate scope and excellent functional group compatibility.

摘要

作为一种合成醇的一般方法,烯烃的直接氧化难以得到直链醇。在此,我们在钯催化下实现了烯烃的远程氢氧化,其中末端烯烃和内部烯烃都能高效地得到相应的直链醇。兼容的 SelectFluor/硅烷氧化还原体系对优异的化学选择性和区域选择性起着至关重要的作用。该反应具有广泛的底物范围和优异的官能团兼容性。

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