Selective Oxidation of Aliphatic C~H Bonds in the Synthesis of Complex Molecules

摘要

The direct functionalization of C-H bonds,and in particular the controlled oxidation of aliphatic C-H bonds is one of the great contemporary challenges in synthetic chemistry.It is known that these transformations can be affected in a stoichiometric fashion by organic peracids,dioxiranes,and oxaziridines,although a catalytic method involving H2O2 or O2 as cheap stoichiometric oxidants is highly desirable.Many biologically-inspired approaches mimic the iron porphyrin (heme) center of cytochrome P450.Outside the protective surroundings of the enzyme,synthetic applications suffer from oxidative degradation of the porphyrin framework.A second member in the class of oxygen activating enzymes, methane monooxygenase (MMO),is capable of oxidizing methane to methanol [Eq.(1)].