42811-44-9Relevant academic research and scientific papers
Regioselective oxidative cleavage of benzylidene acetals: Synthesis of α- and β-benzoyloxy carboxylic acids
Kumar, Ponminor Senthil,Banerjee, Amit,Baskaran, Sundarababu
supporting information; experimental part, p. 804 - 807 (2010/04/06)
(Chemical Equation Presented) Ruthenium has twice the fun: The synthetic potential of the highly regio- and stereoselective title reaction, which relies on two oxidative cleavage steps promoted by RuCI3 in combination with NaIO 4 (see example; Bz = benzoyl), was demonstrated with the synthesis of biologically active cis-(2R,3S)-3-hydroxypipecolic acid from D-glucose.
Efficient Oxidation of Phenyl Groups to Carboxylic Acids with Ruthenium Tetraoxide. A Simple Synthesis of (R)-γ-Caprolactone, the Pheromone of Trogoderma granarium
Nunez, M. Teresa,Martin, Victor S.
, p. 1928 - 1932 (2007/10/02)
The oxidation of aromatic rings to carboxylic acids with ruthenium tetraoxide is shown to be a very efficient and simple reaction using periodic acid as the stoichiometric oxidant in a biphasic solvent system (CCl4, CH3CN, H2O).The reaction can be very sensitive to the nature of the ring substituents when more than one aromatic ring is present.The procedure is compatible with other functional groups except for those that are quite acid sensitive.A simple synthesis of (R)-γ-caprolactone employs Sharpless asymmetric epoxidation and the presented oxidation procedure as key steps.
