TPAP-Catalyzed Direct Oxidation of Primary Alcohols to Carboxylic Acids through Stabilized Aldehyde Hydrates
2011; American Chemical Society; Volume: 13; Issue: 16 Linguagem: Inglês
10.1021/ol2014335
ISSN1523-7060
AutoresAndrea‐Katharina C. Schmidt, Christian B. W. Stark,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoWe present a simple, mild, and highly effective method for the direct conversion of primary alcohols to carboxylic acids. TPAP serves as the catalyst, and NMO·H2O plays a dual role, acting as the co-oxidant and as a reagent for aldehyde hydrate stabilization. This previously unknown stabilizing effect of geminal diols by N-oxides is the key for the efficiency of the overall transformation.
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