65644-36-2Relevant academic research and scientific papers
Chemoselective catalytic oxidation of 1,2-diols to α-hydroxy acids controlled by TEMPO-ClO2 charge-transfer complex
Furukawa, Keisuke,Shibuya, Masatoshi,Yamamoto, Yoshihiko
supporting information, p. 2282 - 2285 (2015/05/13)
Chemoselective catalytic oxidation from 1,2-diols to α-hydroxy acids in a cat. TEMPO/cat. NaOCl/NaClO2 system has been achieved. The use of a two-phase condition consisting of hydrophobic toluene and water suppresses the concomitant oxidative cleavage. A study of the mechanism suggests that the observed selectivity is derived from the precise solubility control of diols and hydroxy acids as well as the active species of TEMPO. Although the oxoammonium species TEMPO+Cl- is hydrophilic, the active species dissolves into the organic layer by the formation of the charge-transfer (CT) complex TEMPO-ClO2 under the reaction conditions.
Chain-elongation and Degradation of Carboxylic Acids by Barton-ester Based Radical Chemistry
Barton, Derek H. R.,Chern, Ching-Yuh,Jaszberenyi, Joseph Cs.,Shinada, Tetsuro
, p. 6505 - 6508 (2007/10/02)
The reaction of α-trifluoroacetoxy acrylates and acrylonitriles with carbon radicals formed from carboxylic acids gives adducts that can be transformed into vic-diols, esters, amides, and homoaldehydes in good to high yield.Aldoses can be smoothly degraded to the corresponding nor- or bis-nor compounds using radical chemistry.
REGIOSELECTIVE REDUCTIONS OF 2,3-EPOXY ALCOHOLS
Viti, Steven M.
, p. 4541 - 4544 (2007/10/02)
Regioselective reduction of 3-substituted-2,3-epoxy alcohols to 1,3-diols with sodium bis(2-methoxyethoxy)aluminum hydride (Red-al) is shown to be a general reaction for these substrates.
