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Ring strain strategy for the control of regioselectivity. Goldcatalyzed anti-Markovnikov cycloisomerization initiated tandem reactions of alkynes

Ring strain strategy for the control of regioselectivity. Goldcatalyzed anti-Markovnikov cycloisomerization initiated tandem reactions of alkynes

作     者:Chao Shu Long Li Tong-De Tan Ding-Qiang Yuan Long-Wu Ye 

作者机构:State Key Laboratory of Physical Chemistry of Solid Surfaces and The Key Laboratory for Chemical Biology of Fujian ProvinceCollege of Chemistry and Chemical EngineeringXiamen University State Key Laboratory of Organometallic ChemistryShanghai Institute of Organic ChemistryChinese Academy of Sciences 

出 版 物:《Science Bulletin》 (科学通报(英文版))

年 卷 期:2017年第62卷第5期

页      面:352-357页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:supported by the National Natural Science Foundation of China(21272191,21572186 and 21622204) the Natural Science Foundation of Fujian Province for Distinguished Young Scholars(2015J06003) the President Research Funds from Xiamen University(20720150045) NFFTBS(J1310024) 

主  题:Gold Heterocycles Ring strain Cyclization Tandem reaction 

摘      要: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 CAC, CAH and CAX 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.

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