20667-04-3Relevant articles and documents
Development of an Enzymatic Process for the Production of (R)-2-Butyl-2-ethyloxirane
Roiban, Gheorghe-Doru,Sutton, Peter W.,Splain, Rebecca,Morgan, Christopher,Fosberry, Andrew,Honicker, Katherine,Homes, Paul,Boudet, Cyril,Dann, Alison,Guo, Jiasheng,Brown, Kristin K.,Ihnken, Leigh Anne F.,Fuerst, Douglas
, p. 1302 - 1310 (2017)
An epoxide resolution process was rapidly developed that allowed access to multigram scale quantities of (R)-2-butyl-2-ethyloxirane 2 at greater than 300 g/L reaction concentration using an easy-to-handle and store lyophilized powder of epoxide hydrolase from Agromyces mediolanus. The enzyme was successfully fermented on a 35 L scale and stability increased by downstream processing. Halohydrin dehalogenases also gave highly enantioselective resolution but were shown to favor hydrolysis of the (R)-2 epoxide, whereas epoxide hydrolase from Aspergillus Niger instead provided (R)-7 via an unoptimized, enantioconvergent process.
Palladium on Charcoal Catalyzed 3,4-Hydroperoxidation of α-Substituted Enals with Triethylsilane and Water
Tuokko, Sakari,Pihko, Petri M.
supporting information, p. 1649 - 1652 (2016/07/06)
Aldehyde α-hydroperoxides can be accessed from α-substituted acroleins with triethylsilane and water under Pd/C catalysis and aerobic conditions. The reaction is composed of a Pd/C-catalyzed conjugate reduction step and a hydroperoxidation step. The hydroperoxidation takes place via autoxidation of sufficiently stable enols formed in situ by transfer hydrogenation. Upon reduction, 2,2-disubstituted 1,2-diols are obtained directly from aldehydes.
Oxidative Cleavage of Olefins into Carboxylic Acids with Hydrogen Peroxide by Tungstic Acid
Oguchi, Takahito,Ura, Toshikazu,Ishii, Yasutaka,Ogawa, Masaya
, p. 857 - 860 (2007/10/02)
A facile conversion of olefins into carboxylic acids could be achieved by using aqueous hydrogen peroxide (35percent-H2O2) in the presence of catalytic amounts of tungstic acid (5 wtpercent).The oxidation was markedly influenced by the acidity of the reaction medium, and it was found to proceed favorably under a weak acidic condition (pH 4-5).