Published TCIMAIL newest issue No.197
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Oxidizing Reagent
No.140(March 2010)
1 is a convenient, stable, and recyclable oxidizing agent, particularly useful in oxidizing allylic alcohols, as in the synthesis of geranial 3 from geraniol 2,1) and the oxidation of hemiacetal 5, such as an aldose sugar, into aldonolactone 6.2) Byproduct 4 can be oxidized using sodium hypochlorite and recycled back into 1 for reuse. It can also be used to transform bifunctional alcohol 7 into ester 8 by oxidative dimerization3) and in the synthesis of allylic alkoxyamines.4)
References
- 1)A stable and convenient reagent for the oxidation of alcohols
- 2)Oxidation of O-1 unprotected monosaccharides to lactones
- 3)Oxidative dimerization of polyfunctional primary alcohols to esters
- 4)Ene-like addition of an oxoammonium cation to alkenes
Related Compounds
- M0981
- N-Methylmorpholine N-Oxide (50% in Water, ca. 4.8 mol/L)
- T1560
- 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical
- A1348
- 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- H0878
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Benzoate Free Radical
- M1197
- 4-Methoxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- T1362
- Trimethylamine N-Oxide Anhydrous
- T0466
- Trimethylamine N-Oxide Dihydrate
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