93603-11-3Relevant articles and documents
The New Catalyst System: Chloramphenicol Base and Organic Acid Co-catalyzed Enantioselective Alcoholysis of meso-Anhydride
Chen, Lu,Liu, Da-Ming,Ma, Chao,Sun, Chen,Wang, Zhong-Hua,Xiong, Fei,Zhang, Yan-Jun,Zhu, Yi-Ren
, p. 9 - 13 (2022/03/27)
In this study, the synergistic catalytic strategy was developed, which chloramphenicol base and organic acid were used in the same system, the optimal enantioselectivity value and yield (96% yield; 65% ee) was achieved using the binary co-catalyst in the asymmetric alcoholysis reaction of mesoanhydride. Moreover, a hypothetical intermediate between the substrate and the binary co-catalyst which is responsible for stereochemistry control in this catalytic reaction was proposed. In addition, the results of molecular mechanics calculations also have shed light on the corresponding catalytic mechanism.
Enantioselective acyl-transfer catalysis by fluoride ions
Craig, Ryan,Litvajova, Mili,Cronin, Sarah A.,Connon, Stephen J.
supporting information, p. 10108 - 10111 (2018/09/18)
The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Using a library of ad hoc designed bifunctional phase-transfer catalysts in which both the anion and the cation are directly involved in the reaction, the desymmetrisation of meso-succinic and -glutaric anhydrides is possible.19F NMR spectroscopic studies support the intermediacy of an acyl fluoride intermediate.
Scoping the Enantioselective Desymmetrization of a Poorly Water-Soluble Diester by Recombinant Pig Liver Esterase
Meissner, Murray P.,Süss, Philipp,Brundiek, Henrike,Woodley, John M.,Von Langermann, Jan
, p. 1518 - 1523 (2018/11/25)
Previously, the biocatalytic desymmetrization of dimethyl cyclohex-4-ene-cis-1,2-dicarboxylate to (1S,2R)-1-(methoxycarbonyl)cyclohex-4-ene-2-carboxylic acid, an important intermediate toward the synthesis of biologically active molecules, had been well-c
