用于控制区域选择性的环张力策略。金催化的反马氏环异构化引发的炔烃串联反应。
Ring strain strategy for the control of regioselectivity. Gold-catalyzed anti-Markovnikov cycloisomerization initiated tandem reactions of alkynes.
作者信息
Shu Chao, Li Long, Tan Tong-De, Yuan Ding-Qiang, Ye Long-Wu
机构信息
State Key Laboratory of Physical Chemistry of Solid Surfaces and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
State Key Laboratory of Physical Chemistry of Solid Surfaces and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
出版信息
Sci Bull (Beijing). 2017 Mar 1;62(5):352-357. doi: 10.1016/j.scib.2017.01.016. Epub 2017 Jan 18.
Gold-catalyzed nucleophilic addition to terminal alkynes has received considerable interest in the past decade, as this chemistry offers a highly efficient and regioselective way for CC, CH and CX bond formation. However, such a nucleophilic addition mainly involves a Markovnikov addition. In this short review, the recent progress of the gold-catalyzed 5-endo-dig cycloisomerization-initiated tandem reactions by utilizing the steric strain in ring formation to achieve an anti-Markovnikov regioselectivity was reviewed, including the scope of reactions, mechanism and synthetic applications.
在过去十年中，金催化的端炔亲核加成反应备受关注，因为这种化学反应为碳-碳、碳-氢和碳-卤键的形成提供了一种高效且区域选择性的方法。然而，这种亲核加成主要涉及马氏加成。在这篇简短的综述中，我们回顾了利用环化过程中的空间张力实现反马氏区域选择性的金催化5-内型-环异构化引发的串联反应的最新进展，包括反应范围、机理和合成应用。
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