1207733-76-3Relevant academic research and scientific papers
Development of a Continuous-Flow Microreactor for Asymmetric Sulfoxidation Using a Biomimetic Manganese Catalyst
Dai, Wen,Mi, Yuan,Lv, Ying,Chen, Bo,Li, Guosong,Chen, Guangwen,Gao, Shuang
, p. 667 - 671 (2016/02/27)
Asymmetric sulfoxidation catalyzed by a biomimetic manganese complex under continuous-flow microreactor is described. The reaction is conducted in microreactor, it can rapidly (4 min) oxidize a wide scope of sulfides with high yield (up to 91%) and excel
Method for preparing chiral sulfoxide through catalysis of asymmetric oxidation of thioether
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Paragraph 0058; 0059; 0060; 0061; 0063, (2016/10/10)
The invention provides a method for preparing chiral sulfoxide. According to the method, in a mixed solvent, thioether is used as a substrate, a complex produced by chiral tetradentate organic ligand and a metal manganese compound in situ is used as a cat
Enantioselective oxidation of sulfides with H2O2 catalyzed by a pre-formed manganese complex
Dai, Wen,Li, Guosong,Wang, Lianyue,Chen, Bo,Shang, Sensen,Lv, Ying,Gao, Shuang
, p. 46545 - 46554 (2014/12/10)
A facile and environmentally friendly method is presented for the asymmetric oxidation of sulfides with H2O2, utilizing a pre-formed manganese complex. Just in the presence of a low catalytic amount of carboxylic acid (CA), a variety of sulfide substrates, including aryl alkyl, aryl benzyl and cyclic sulfides, reacted to form chiral sulfoxides in high yields (up to 95%) and excellent enantioselectivities (>99% ee) under mild conditions. Moreover, the practical utility of the method has been demonstrated by the synthesis of esomeprazole and albendazole sulfoxide (ABZO).
Investigation of steric and electronic effects in the copper-catalysed asymmetric oxidation of sulfides
O'Mahony, Graham E.,Eccles, Kevin S.,Morrison, Robin E.,Ford, Alan,Lawrence, Simon E.,Maguire, Anita R.
, p. 10168 - 10184 (2013/11/06)
Steric and electronic effects in the copper-catalysed asymmetric oxidation of aryl benzyl, aryl alkyl and alkyl benzyl sulfides have been investigated. The presence of an aryl group directly attached to the sulfur is essential to afford sulfoxides with high enantioselectivities, with up to 97% ee for 2-naphthyl benzyl sulfoxide, the highest enantioselectivity achieved to date for copper-catalysed asymmetric sulfoxidation. In contrast, the benzyl substituent can be replaced by sterically comparable groups with no effect on enantioselectivity. Copper-mediated oxidation of substituted aryl benzyl sulfides display modest steric and electronic effects resulting in comparable or lower enantioselectivities to those obtained with the unsubstituted benzyl phenyl sulfide.
A combined theoretical and experimental investigation on the enantioselective oxidation of aryl benzyl sulfides in the presence of a chiral titanium catalyst
Naso, Francesco,Capozzi, Maria Annunziata M.,Bottoni, Andrea,Calvaresi, Matteo,Bertolasi, Valerio,Capitellil, Francesco,Cardellicchio, Cosimo
supporting information; experimental part, p. 13417 - 13426 (2010/06/16)
An experimental investigation of the enantioselective oxidation of aryl benzyl sulfides by tert-butyl hydroperoxide in the presence of a titanium/hydrobenzoin catalyst has shown that these sulfides are ideal substrates for this catalytic system, with negl
