Application of the Spin-Center Shift in Organic Synthesis.

Application of the Spin-Center Shift in Organic Synthesis.
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DOI:
10.1021/jacsau.2c00051
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发表时间:
2022-05-23
期刊:
影响因子:
8
通讯作者:
Wang, Yi-Feng
Wang, Yi-Feng
中科院分区:
其他
文献类型:
--
作者:
Zhang, Feng-Lian;Li, Bin;Houk, K N;Wang, Yi-Feng

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自旋中心移位(SCS)是一个自由基过程,涉及1,2-自由基移位沿着双电子离子运动,如消除相邻的离去基团。这种过程最初在一些重要的生物化学转化中被观察到,并且这种独特的性质也引起了合成化学的极大兴趣。实验,动力学,以及计算研究已经进行,并在过去的20年中,一系列有用的自由基转换已经开发和应用在有机合成的基础上SCS过程。这一观点是涉及SCS机制的根本转变的概述。
Spin-center shift (SCS) is a radical process involving 1,2-radical translocation along with a two-electron ionic movement, such as elimination of an adjacent leaving group. Such a process was initially observed in some important biochemical transformations, and the unique property has also attracted considerable interest in synthetic chemistry. Experimental, kinetic, as well as computational studies have been performed, and a series of useful radical transformations have been developed and applied in organic synthesis based on SCS processes in the last 20 years. This Perspective is an overview of radical transformations involving the SCS mechanism.