Selective oxidation of primary hydroxy groups in prinary-secondary diols
✍ Scribed by Renata Siedlecka; Jacek Skarzewski; Jacek Młochowski
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 238 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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## Abstract A method for the selective oxidation of the primary hydroxyl functions of polysaccharides is described. The oxidation is mediated by 2,2,6,6‐tetramethyl‐1‐piperidinyloxy (TEMPO) and hypobromite is used as the regenerating oxidant. At pH 10.5–11 a selectivity of 98% for cold water solubl
Alcohols protected with the tritylone group can be deprotected cathodically under mild and neutral conditions. The combination of the tritylone and the pcyanobenzyl group allows the selective protection of either the primary or secon, dary hydroxyl group in 1,4-pentane diol.
The combination of INHq)2Ce(N03)g-NaBr03 OT Ce(S04)2\*2H2S04-NaBrOg has been found to be effective for the title selective oxidation.