59614-01-6Relevant articles and documents
Epoxide as precatalyst for metal-free catalytic transesterification
Tanaka, Shinji,Nakashima, Takuya,Satou,Oono, Hiromi,Kon, Yoshihiro,Tamura, Masanori,Sato, Kazuhiko
, p. 2009 - 2013 (2019/07/03)
Transesterification of methyl esters was accelerated by an in situ-generated metal-free catalyst comprising a quaternary alkylammonium salt and an epoxide. The combination of a quaternary alkylammonium acetate and glycidol is optimal, and various esters were synthesized from methyl esters with alcohols in good to excellent yield. Analysis of the catalyst solution revealed that basic species are generated by the ring-opening reaction of epoxide.
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
, 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
Esterification of free fatty acids (Biodiesel) using nano sulfated-titania as catalyst in solvent-free conditions
Hosseini-Sarvari, Mona,Sodagar, Esmat
, p. 229 - 238 (2013/05/09)
Nano sulfated titania was tested as catalyst for esterification of free fatty acids, specially methanolic and ethanolic esterification of stearic acid (biodiesels). Factorial design evidenced a positive effect of reaction temperature, amount of catalyst, and solvents on ester conversion. This nano-sized sulfated titania has been prepared by a sol-gel hydrothermal process. This prepared sulfated titania showed high catalytic activity in direct esterification of fatty acids as well as benzoic acids with various alcohols and phenols under solvent-free conditions. This method is of great value because of its environmentally benign character, easy handling, high yields, convenient operation, and green. FT-IR studies are shown that the catalyst can be reused for acylation without loss of catalytic activity.
The role of acyloxyphosphonium ions and the stereochemical influence of base in the phosphorane-mediated esterification of alcohols
McNulty, James,Capretta, Alfredo,Laritchev, Vladimir,Dyck, Jeff,Robertson, Al J.
, p. 4051 - 4054 (2007/10/03)
Intimate details of the Mitsunobu mechanism: The trapping of an acyloxytributylphosphonium ion with a chiral secondary alcohol leads to either retention or inversion of stereochemistry in the resulting ester depending on the exclusion or inclusion of a base (see scheme). Insight into the mechanism of phosphorane-mediated esterification processes is presented.
A FACILE METHOD FOR THE OXIDATIVE REMOVAL OF BENZYL ETHERS: THE OXIDATION OF BENZYL ETHERS TO BENZOATES BY RUTHENIUM TETRAOXIDE
Schuda, Paul Francis,Cichowicz, Melissa B.,Heimann, Martha R.
, p. 3829 - 3830 (2007/10/02)
A series of benzyl ethers has been prepared and their oxidation to benzoate esters by ruthenium tetraoxide has been studied.Yields for the oxidation step range from 54 to 96 percent.
