18524-41-9Relevant articles and documents
TPAP-catalyzed direct oxidation of primary alcohols to carboxylic acids through stabilized aldehyde hydrates
Schmidt, Andrea-Katharina C.,Stark, Christian B. W.
supporting information; experimental part, p. 4164 - 4167 (2011/10/08)
We 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.
Application of stabilized sugar-derived phosphoranes in the synthesis of higher carbon monosaccharides. First synthesis of a C21-dialdose
Jarosz, Slawomir,Salanski, Piotr,Mach, Mateusz
, p. 2583 - 2594 (2007/10/03)
C21 Monosaccharide precursors 11 and 12 were synthesized by a coupling of a C12 aldehyde 1 with C9 stabilized phosphoranes 2 and 3 respectively. The 'smaller' C19 sugar 13 was prepared from a C12 alde
Galacturonic Acid Derivatives. I. Galacturonates from Acetyl- and Isopropylidene-D-galactopyranoses
Vogel, Chr.,Boye, H.,Kristen, H.
, p. 28 - 36 (2007/10/02)
Galacturonic acid derivatives to be employed as glycosyl donors in saccharide synthesis are prepared from galacturonic acid itself or from galactose.Various syntheses of 1,2,3,4-tetra-O-acetyl-D-galactopyranuronic acids (6) with differently protected carb