101713-10-4Relevant articles and documents
Enantioselective desymmetrization of prochiral diesters catalyzed by immobilized Rhizopus oryzae lipase
Cabrera, Zaida,Palomo, Jose M.
, p. 2080 - 2084 (2011)
The asymmetric hydrolysis of dimethyl 3-phenylglutarate 1 catalyzed by different immobilized preparations of Rhizopus oryzae lipase (ROL) has been studied. The Lewatit CNP 105 commercial support was activated to aldehyde groups (Lewatit-aldehyde) and used
Increased selectivity of novozym 435 in the asymmetric hydrolysis of a substrate with high hydrophobicity through the use of deep eutectic solvents and high substrate concentrations
Fredes, Yerko,Chamorro, Lesly,Cabrera, Zaida
, (2019)
The effects of the reaction medium and substrate concentration were studied on the selectivity of Novozym 435 using the asymmetric hydrolysis of dimethyl-3-phenylglutarate as a model reaction. Results show that the use of choline chloride ChCl:urea/phosph
Desymmetrization of dimethyl 3-substituted glutarates through enzymatic ammonolysis and aminolysis reactions
Lopez-Garcia, Monica,Alfonso, Ignacio,Gotor, Vicente
, p. 603 - 609 (2003)
The desymmetrization of differently 3-substituted glutarates through enzymatic aminolysis and ammonolysis has been studied. The effect of the diester and nucleophile structures, the enzymatic preparation as well as the reaction conditions have been compared in terms of both the chemical yield and enantiomeric excess of the corresponding monoamide products.
Synthesis of chiral fluorides by sequential organocatalyzed desymmetrization of glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination
Zhao, Jia-Jia,Yu, Shouyun
supporting information, p. 391 - 394 (2020/10/06)
We have developed an efficient method for the preparation of chiral fluorinated compounds by sequential organocatalyzed desymmetrization of 3-substituted glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination. Chiral fluorides can be prepa
Development of Bifunctional Thiourea Organocatalysts Derived from a Chloramphenicol Base Scaffold and their Use in the Enantioselective Alcoholysis of meso Cyclic Anhydrides
Yan, Lin-Jie,Wang, Hai-Feng,Chen, Wen-Xue,Tao, Yuan,Jin, Kai-Jun,Chen, Fen-Er
, p. 2249 - 2253 (2016/07/19)
The synthesis of new chloramphenicol-base-derived thiourea organocatalysts, (1S,2R)-12 a–f and (1R,2R)-15 a–c, and their use in the enantioselective alcoholysis of meso-anhydrides are described. In particular, hemiesters afforded excellent enantioselectivities if low loadings of (1S,2R)-12 a–f were used. Almost no enantioselectivities were achieved with the use of (1R,2R)-15 a–c. This technique was used to synthesize (R)-(?)-baclofen.