Photosensitized oxygenation of a-keto carboxylic acids in the presence of diazo compounds afforded the corresponding carboxylic acids and carbon dioxide in high yields; oxidative decarboxylation by carbonyl oxides occurred. Hydroxylations catalyzed by several dioxygenases require cc-keto carboxylic
Decarboxylation of α-keto carboxylic acids by persulfoxide
✍ Scribed by Wataru Ando; Hajime Miyazaki
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 122 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Photosensitized oxygenation of diethyl sulfide in the presence of wketo carboxylic acids caused oxidative decarboxylation of the acids by persulfoxide and gave carboxylic acids, carbon dioxide, diethyl sulfoxide and diethyl sulfone.
📜 SIMILAR VOLUMES
a-Oxo-carboxylic acids undergo photo-oxidative decarboxylation from both C-l and C-2 positions, and reaction does not involve singlet oxygen: a mechanism involving an electron transfer reaction is postulated.
Ol-Sulfony' carbanions of structure R-SO,-T (Rl)(R2) ACIDS Mass. 02138 can be generated from optically active precursors R-S02-C (Rl)(R2)(Y) in hydroxylic media and protonated to give optically active products, R-S02-CH(Rl)(R2), with high stereospecificity. This remarkable