88958-64-9Relevant articles and documents
(S,S,S)-Perhydroindolic acid: efficient catalyst for direct asymmetric aldol reaction from aromatic aldehydes
Tang, Xiaoping,Liegault, Benoit,Renaud, Jean-Luc,Bruneau, Christian
, p. 2187 - 2190 (2006)
Enantioselective addition of ketones to aromatic aldehydes has been achieved with up to 88% enantiomeric excess, using the commercially available (S,S,S)-perhydroindolic acid catalyst.
Accelerating the optimization of enzyme-catalyzed synthesis conditionsviamachine learning and reactivity descriptors
Liang, Jinhu,Liu, Dongchang,Wan, Zhongyu,Wang, Quan-De
supporting information, p. 6267 - 6273 (2021/07/28)
Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications. An accurate and rapid selection of optimal synthesis conditions is crucial and challenging for both human knowledge and computer predictions. In this work, a
Chiral imidazolium prolinate salts as efficient synzymatic organocatalysts for the asymmetric aldol reaction
Altava, Belén,Burguete, Maria Isabel,García-Verdugo, Eduardo,Luis, Santiago V.,Porcar, Raúl
supporting information, (2021/07/26)
Chiral imidazolium L-prolinate salts, providing a complex network of supramolecular interaction in a chiral environment, have been studied as synzymatic catalytic systems. They are demonstrated to be green and efficient chiral organocatalysts for direct asymmetric aldol reactions at room temperature. The corresponding aldol products were obtained with moderate to good enantioselectivities. The influence of the presence of chirality in both the imidazolium cation and the prolinate anion on the transfer of chirality from the organocatalyst to the aldol product has been studied. Moreover, interesting match/mismatch situations have been observed regarding configuration of chirality of the two components through the analysis of results for organocatalysts derived from both enantiomers of prolinate (R/S) and the trans/cis isomers for the chiral fragment of the cation. This is associated with differences in the corresponding reaction rates but also to the different tendencies for the formation of aggregates, as evidenced by nonlinear effects studies (NLE). Excellent activities, selectivities, and enantioselectivities could be achieved by an appropriate selection of the structural elements at the cation and anion.