有机合成讲义OXIDATION2.pptVIP

III. Systems containing oxygen 1. Primary alcohols i. To aldehydes a. chromium(VI) oxide Side reactions: Further oxidation to carboxylic acid 84% 63% 84% A modification of PCC oxidation: PCC/Al2O3 Chlorine DMSO 82% ii. To carboxylic acid Other oxidant: HNO3, K2Cr2O7+H2SO4 Double bonds are not affected 2. Secondary alcohols i. Chromium(VI) oxide ii. Silver carbonate iii. DMSO Swern oxidation: DMSO+(COCl)2 iv. Oppenauer oxidation 3. Allylic and benzylic alcohols i. Manganese dioxide ii. Chloranil iii. Dinitrogen tetroxide 4. 1,2-Diols Oxidants: Pb(OAc)4, NaIO4, H5IO6 Other related reac