18020-59-2Relevant articles and documents
Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids
Kim, Eun Jin,Ko, Soo Y.,Song, Choong Eui
, p. 894 - 899 (2003)
The Baylis-Hillman reaction is accelerated in the presence of ionic liquids. Of various 1-butyl-3-methylimidazolium (bmim)-based ionic liquids tested, [bmim][PF6] has been found to result in the highest rate increase. In the company of Lewis ac
Studies on Pumiliotoxin A Alkaloids: An Approach to Preparing the Indolizidinic Core by Intramolecular Diastereoselective N-Heterocyclic Carbene Catalyzed Benzoin Reaction
Correia, José Tiago M.,Acconcia, Laís V.,Coelho, Fernando
, p. 1972 - 1976 (2016)
In this article, we describe the development of a convergent organocatalytic strategy to prepare the indolizidinic core of the pumiliotoxin A alkaloid family. The key step of the proposed strategy is based on a diastereoselective N-heterocyclic carbene ca
Kinetic and mechanistic investigations of the Baylis-Hillman reaction in ionic liquids
Singh, Anshu,Kumar, Anil
, p. 2994 - 3004 (2015)
We report here a quantitative study of the kinetics and mechanism of the Baylis-Hillman reaction in the presence of ionic liquids as solvent media. Apparently, a simple Baylis-Hillman reaction can occur by two different exclusive mechanisms in ionic liquids. The delicate balance of these mechanisms is maintained by the ionic environment employed. The main features of the possible mechanism have been described here along with interesting kinetic consequences. The measurement of rate constants and activation energy parameters demonstrate that as the medium becomes basic, the order of the reaction changes from 1 to 2. An unexpected change in the mechanism of the reaction is observed with a change in the nature of the ionic liquid. The Linear Solvation Energy Relationship has also been used as an investigating tool to delineate the respective contributions of the cation and anion of the ionic liquid. The observation strongly dictates the dependency of the mechanism of the Baylis-Hillman reaction on the nature of the anion of the ionic liquids undertaken for this study.
β,γ-Diaryl α-methylene-γ-butyrolactones as potent antibacterials against methicillin-resistant Staphylococcus aureus
Abutaleb, Nader S.,Hamann, Henry J.,Pal, Rusha,Ramachandran, P. Veeraraghavan,Seleem, Mohamed N.
supporting information, (2020/10/02)
A selected series of racemic α-methylene-γ-butyrolactones (AMGBL) synthesized via allylboration or allylindation reactions were screened against methicillin-resistant Staphylococcus aureus (MRSA) USA300. Unlike natural AMGBLs, such as parthenolide, synthe
A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: Highly enantioselective synthesis of three-dimensional heterocyclic compounds
Zhou, Leijie,Zeng, Yuan,Gao, Xing,Wang, Qijun,Wang, Chang,Wang, Bo,Wang, Wei,Wu, Yongjun,Zheng, Bing,Guo, Hongchao
supporting information, p. 10464 - 10467 (2019/09/07)
In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita-Baylis-Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions