State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou, PR China.
Chem Soc Rev. 2011 Apr;40(4):1937-49. doi: 10.1039/c0cs00063a. Epub 2011 Feb 2.
Seven kinds of sp(3)α-C-H activation/C-C formation reactions of alcohols and ethers have been reviewed in this tutorial review, from the viewpoint of both methodology and synthetic application, towards the efficiency, chemo-, regio- and stereoselectivity, catalytic system, substrate scope and mechanistic study. Section 2 describes radical-mediated α-C-H activation and addition/elimination of ethers with unsaturated (C=C and C[triple bond]C) species. Sections 3-8 discuss the α-C-H activation and additions of alcohols and/or ethers with unsaturated (C=C, C[triple bond]C, C=O and C=N) compounds, which involve the key processes of radical mediation, carbenoid insertion, 1,5-H-migration, oxidative dehydrogenation coupling, transfer hydrogenative coupling, and metal-mediated C=C insertion into the C-H bond.
本文从方法学和合成应用的角度，综述了醇和醚的七种 sp(3)α-C-H 活化/C-C 形成反应，讨论了反应的效率、化学选择性、区域选择性和立体选择性、催化体系、底物范围和反应机理。第 2 节描述了自由基介导的醚与不饱和（C=C 和 C[三重键]C）物种的α-C-H 活化和加成/消除。第 3-8 节讨论了醇和/或醚与不饱和（C=C、C[三重键]C、C=O 和 C=N）化合物的α-C-H 活化和加成，其中涉及自由基介导、碳烯插入、1,5-H-迁移、氧化脱氢偶联、转移氢化偶联以及金属介导的 C-C 插入 C-H 键等关键过程。
