Die Geschwindigkeit der Glykolspaltung mit BleiIV‐acetat in Abhängigkeit vom Lösungsmittel

Studies in the Polyoxyphenol Series: V. Preparation From Pyrogallol of the Isomeric Cyclohexane-1,2,3-Triols and -1,2-Diols, and of Several Isopropylidene and Monomethyl Derivatives

“…T h e predominance of cis-1,2-diol over the trans form (mole ratio 2: 1) reflected the much greater amount of cis-cis trio1 initially produced by the hydrogenation. tetraacetate-acetic acid solution (8). The cis forin was also oxidized much more rapidly than the trans for111 by aqueous sodium periodate a t pH 11.6, as Price and Kncll (24) had previously shown, although the figure they used to publish their data did not lend itself to a quantitative con~parison with the present results ( Fig.…”

The Glycol Cleavage in Natural Product Synthesis: Reagent Classics and Recent Advances

“…78 It is supported by the second-order kinetics that have been observed for this reaction as well as the fact that the reaction rate is decreased by the addition of acetic acid. 79 Also, cis-diols react significantly faster than trans-diols. However, a mechanism via a cyclic intermediate cannot account for all glycol cleavages by LTA.…”