Recent Strategies in Non-Heme-Type Metal Complex-Catalyzed Site-, Chemo-, and Enantioselective C-H Oxygenations

C-H bonds are ubiquitous and abundant in organic molecules. If such C-H bonds can be converted into the desired functional groups in a site-, chemo-, diastereo-, and enantio-selective manner, the functionalization of C-H bonds would be an efficient tool for step-, atom- and redox-economic organic synthesis. C-H oxidation, as a typical C-H functionalization, affords hydroxy and carbonyl groups, which are key functional groups in organic synthesis and biological chemistry, directly. Recently, significant developments have been made using non-heme-type transition-metal catalysts. Oxygen functional groups can be introduced to not only simple hydrocarbons but also complex natural products. In this paper, recent developments over the last fourteen years in non-heme-type complex-catalyzed C-H oxidations are reviewed. 1 Introduction 2 Regio- and Chemo-Selective C-H Oxidations 2.1 Tertiary Site-Selective C-H Oxidations 2.2 Secondary Site-Selective C-H Oxidations 2.3 C-H Oxidations of N-Containing Molecules 2.4 C-H Oxidations of Carboxylic Acids 2.5 Chemo- and Site-Selective Methylenic C-H Hydroxylations 3 Enantioselective C-H Oxidations 3.1 Desymmetrizations through C-H Oxidations 3.2 Enantiotopic Methylenic C-H Oxygenations 4 Conclusion.