有机合成讲义OXIDATION1.pptVIP

Oxidation I. Concepts 1. Incorporation of oxygen 2. Removal of hydrogen 3. Loss of electron II. Hydrocarbons 1. Olefinic double bonds i. Epoxidation cis Functional transformations of epoxides ii. Diol formation cis-diol “dry” “wet” iii. Cleavage of the double bond Ozonolysis The Lemieux reagents Chromium(VI) oxide Partially aqueous medium favors the cleavage process, anhydrous medium favors allylic oxidation. 2. Aromatic rings 3. Saturated C-H groups i. Allylic and benzylic systems ii. The –CH2-CO- system iii. Aromatization DDQ