仲醇氧化成酮
选什么催化氧化剂较好呢
回答：
麻烦你把OH氧化的文献发给我一份行吗？
我也是这么想的 用过氧化氢怎么样啊
用PCC氧化很不错
正在做一个甾体的氧化，用的是异丙醇铝和环己酮
用空气阳光和水也可以催化。
单单过氧化氢可能不行
琼斯氧化
重铬酸钠，硫酸，水，加热.
PCC（氯铬酸吡啶盐，把吡啶加到三氧化铬的盐酸溶液中得到的）橙红色晶体，也行我这有一篇专门讲OH氧化的文献～～需要的pm我～～
1.2.4. In situ Deprotection and Oxidation of
Alcohols to Ketones .......................................................... 11
1.2.5. Obtention of Aldehydes by Jones Oxidation ..................... 12
1.2.6. Side Reactions ................................................................... 12
Section 1.2. References ................................................................ 17
1.3. Collins Oxidation......................................................................... 20
1.3.1. General Procedure for Oxidation of Alcohols
to Aldehydes and Ketones by Collins Oxidation............... 21
1.3.2. Functional Group and Protecting Group Sensitivity
to Collins Oxidation .......................................................... 24
1.3.3. Side Reactions ................................................................... 25
Section 1.3. References ................................................................ 27
1.4. Pyridinium Dichromate (PDC) .................................................... 28
1.4.1. General Procedure for Oxidation of Alcohols
to Aldehydes and Ketones with Pyridinium
Dichromate (PDC) ............................................................ 30
1.4.2. Functional Group and Protecting Group Sensitivity
to Oxidation with PDC...................................................... 33
xiii
1.4.3. Side Reactions ................................................................... 38
Section 1.4. References ................................................................ 43
1.5. Pyridinium Chlorochromate (PCC) ............................................. 46
1.5.1. General Procedure for Oxidation of Alcohols
to Aldehydes and Ketones with Pyridinium
Chlorochromate (PCC)...................................................... 50
1.5.2. Functional Group and Protecting Group Sensitivity
to Oxidation with PCC...................................................... 52
1.5.2.1. Protecting Groups............................................... 52
1.5.2.2. Alkenes ............................................................... 53
1.5.2.3. Furan Rings ........................................................ 55
1.5.2.4. Tertiary Allylic Alcohols..................................... 55
1.5.2.5. Secondary Allylic Alcohols ................................. 57
1.5.2.6. Homoallylic Alcohols ......................................... 58
1.5.2.7. 5,6-Dihydroxyalkenes ......................................... 59
1.5.2.8. 5-Hydroxyalkenes ............................................... 61
1.5.2.9. Epoxides.............................................................. 62
1.5.2.10. Lactols............................................................... 64
1.5.2.11. Acetals............................................................... 64
1.5.2.12. 1,2-Diols............................................................ 65
1.5.2.13. 1,4-Diols............................................................ 65
1.5.2.14. 1,5-Diols............................................................ 66
1.5.2.15. Nitrogen-Containing Compounds..................... 67
1.5.2.16. SulWdes .............................................................. 68
1.5.3. Side Reactions ................................................................... 68
1.5.3.1. Oxidative Breakage of a Carbon-Carbon Bond
from an Intermediate Chromate Ester................ 68
1.5.3.2. Formation of Conjugated Enones (or Enals)
by Eliminations Subsequent to Alcohol
Oxidation ............................................................ 70
1.5.3.3. Chromate as Leaving-Group and Reactions
Induced by the Acidic Nature of PCC................ 72
1.5.3.4. Oxidative Dimerization of Primary Alcohols ..... 74
1.5.3.5. Oxidation Products SuVering Subsequent
Reactions in Which PCC Plays no Role............. 75
1.5.3.6. Side Reactions in Which Several of the
Above Principles Operate ................................... 76
Section 1.5. References ................................................................ 77
1.6. Other Chromium-Based Oxidants................................................ 83
1.6.1. Chromic Acid .................................................................... 83
1.6.2. Chromium Trioxide and Pyridine...................................... 86
xiv Contents
1.6.3. Dichromate Salts ............................................................... 86
1.6.4. Halochromate Salts ........................................................... 87
1.6.5. Oxidations Using Catalytic Chromium Compounds......... 89
1.6.6. Miscellanea ........................................................................ 91
Section 1.6. References ................................................................ 92
2. Activated Dimethyl Sulfoxide............................................................... 97
2.1. Introduction ................................................................................. 97
2.1.1. A Proposal for Nomenclature of Reactions Involving
Activated DMSO............................................................... 99
Section 2.1. References .............................................................. 100
2.2. PWtzner–MoVatt Oxidation (Carbodiimide-Mediated MoVatt
Oxidation) .................................................................................. 100
2.2.1. General Procedure for Oxidation of Alcohols by
PWtzner–MoVatt Method ................................................. 103
2.2.2. Functional Group and Protecting Group Sensitivity
to PWtzner–MoVatt Oxidation ......................................... 106
2.2.3. Side Reactions.................................................................. 110
Section 2.2. References .............................................................. 111
2.3. Albright–Goldman Oxidation (Acetic Anhydride-Mediated
MoVatt Oxidation)..................................................................... 113
2.3.1. General Procedure for Oxidation of Alcohols by
Albright–Goldman Method............................................. 115
2.3.2. Functional Group and Protecting Group Sensitivity
to Albright–Goldman Oxidation ..................................... 117
2.3.3. Side Reactions.................................................................. 117
Section 2.3. References .............................................................. 118
2.4. Albright–Onodera Oxidation (Phosphorous
Pentoxide-Mediated MoVatt Oxidation).................................... 118
2.4.1. General Procedure Albright–Onodera Oxidation
using the Taber ModiWcation........................................... 119
2.4.2. Functional Group and Protecting Group Sensitivity
to Albright–Onodera Oxidation....................................... 120
Section 2.4. References .............................................................. 120
2.5. Parikh–Doering Oxidation (Sulfur Trioxide-Mediated MoVatt
Oxidation) .................................................................................. 120
2.5.1. General Procedure for Parikh–Doering Oxidation.......... 122
2.5.2. Functional Group and Protecting Group Sensitivity to
Parikh–Doering Oxidation............................................... 125
2.5.3. Side Reactions.................................................................. 125
Section 2.5. References .............................................................. 126
2.6. Omura–Sharma–Swern Oxidation (TFAA-Mediated MoVatt
Oxidation) .................................................................................. 128
Contents xv
2.6.1. General Procedure (Procedure A) for Oxidation of
Alcohols with Omura–Sharma–Swern Method ............... 133
2.6.2. Functional Group and Protecting Group Sensitivity
to Omura–Sharma–Swern Oxidation............................... 135
2.6.3. Side Reactions.................................................................. 136
Section 2.6. References .............................................................. 139酸性重铬酸钾就行
用偏钒酸钠或偏钒酸铵与过氧化氢作氧化剂较好
有这一方面的文献恩Jones氧化效果真的不错，后处理比PCC简单容易。。
这些方法都得用到重金属铬！现在这些什么琼斯试剂，PCC PDC 之类的都属于淘汰的方法了。现在流行的是IBX氧化、 DMP氧化、 SWERN氧化！绿色无污染，产率非常高，一般都是90%以上！
这些都算不上绿色，前两个是高爆品，后一个臭气冲天。
Oppenauer 氧化的异丙醇铝能不能重复利用？
TCCA/TEMPO 或者 TCCA/次氯酸钠
绝对的绿色氧化剂，成本很低。氧化仲醇到酮，毫无压力