89291-00-9Relevant academic research and scientific papers
Kinetic Analysis as an Optimization Tool for Catalytic Esterification with a Moisture-Tolerant Zirconium Complex
Dalla-Santa, Oscar,Lundberg, Helena,Szabó, Zoltán,Villo, Piret
, p. 6959 - 6969 (2020/06/27)
This work describes the use of kinetics as a tool for rational optimization of an esterification process with down to equimolar ratios of reagents using a recyclable commercially available zirconocene complex in catalytic amounts. In contrast to previously reported group IV metal-catalyzed esterification protocols, the work presented herein circumvents the use of water scavengers and perfluorooctane sulfonate (PFOS) ligands. Insights into the operating mechanism are presented.
Base-catalyzed selective esterification of alcohols with unactivated esters
Zhang, Chunyan,Zhang, Guoying,Luo, Shizhong,Wang, Chunfu,Li, Huiping
supporting information, p. 8467 - 8471 (2018/12/01)
A practical and efficient base-catalyzed esterification has been developed for the facile synthesis of a broad range of esters from simple alcohols with unactivated tert-butyl esters. This protocol could be conducted at mild conditions, providing esters in high to excellent yields with good functional tolerance. Mechanistic studies provided evidence of an exchange of the tert-butyl alkoxide metal with the alcohol, producing a new alkoxide to participate in the transesterification reaction.
Highly enantioselective hydrogenation of 1-alkylvinyl benzoates: A simple, nonenzymatic access to chiral 2-alkanols
Kleman, Patryk,González-Liste, Pedro J.,García-Garrido, Sergio E.,Cadierno, Victorio,Pizzano, Antonio
supporting information, p. 16209 - 16212 (2013/12/04)
Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a P?￡?OP ligand are described (see scheme; NBD=norbornadiene). The catalytic system has a broad scope and allows the preparation of a wide range of chiral esters 2 bearing diverse alkyls or a benzyl group with high enantioselectivities. These esters can easily be converted in highly enantioenriched 2-alkanols. Copyright
Enzymatic hydrolyses of acetoxy- and phenethylbenzoates by Candida cylindracea lipase
Cipiciani, Antonio,Fringuelli, Francesco,Scappini, Anna Maria
, p. 9869 - 9876 (2007/10/03)
The lipase from Candida cylindracea (CCL) deacctyles rapidly and selective all three regioisomer methyl acctoxybenzoates. In the enzymatic hydrolyses of analogous aryl acctoxybenzoates, the difference of reactivity between the acetoxy and benzoloxy funcionalities is reduced and a aspirin- like prodrugs. The degree of enantioselectivity of the enzymatic hydrolysis of phenethylbenzoates is related to the position of the stereogenic center.
1-Substituted Imidazoles as Useful Catalysts for Acylation of Alcohols
Kamijo, Tetsuhide,Yamamoto, Ryoji,Harada, Hiromu,Iizuka, Kinji
, p. 3724 - 3727 (2007/10/02)
Acylation of alcohols with acid anhydrides or acid halides could be considerably accelerated by adding 1-substituted imidazoles as catalysts.The acylation with acid halides required the addition of triethylamine to capture the resulting acid. 1-Isopropyl-5-methylimidazole and 1-(4-methoxybenzyl)-5-methylimidazole showed higher catalytic activities than 4-dimethylaminopyridine (DMAP) for acylation of primary and secondary alcohols. Keywords ---- 1-substituted imidazole; acylating catalyst; 1-isopropylimidazole; 1-isopropyl-5-methylimidazole; 1-(4-methoxybenzyl)-5-methylimidazole; 4-dimethylaminopyridine
