56791-25-4Relevant academic research and scientific papers
Efficient protocol for stereoselective epoxidation of cinnamic esters using TsNBr2
Saikia, Indranirekha,Kashyap, Bishwapran,Phukan, Prodeep
, p. 2647 - 2652 (2010)
An efficient method has been developed for the synthesis of epoxide from cinnamic esters without any catalyst. The reaction was performed in CH 3CN-water (4:1) using N,N-dibromo-p-toluenesulfonamide (TsNBr 2) in alkaline conditions. This procedure can be utilized for stereoselective synthesis of epoxides from cinnamic esters in excellent yield in a shorter reaction time with exclusive formation of the trans-isomer. The method was further extended successfully for styrenes. Taylor & Francis Group, LLC.
Facile construction of three-membered rings via benzyne-promoted Darzens-type reaction of tertiary amines
Xu, Ya-Nan,Tian, Shi-Kai
, p. 1632 - 1638 (2018/12/13)
A range of tertiary amines having electron-withdrawing groups were activated in situ by benzyne, generated from 2-(trimethylsilyl)phenyl triflate and a fluoride source, and participated in the Darzens-type reaction with carbonyl compounds, imines, and vinyl ketones to afford structurally diverse epoxides, aziridines, and cyclopropanes, respectively, in moderate to excellent yields with high trans-selectivity. The reaction involves in situ formation of unstrained ammonium ylides from tertiary amines and benzyne, proceeds in the absence of transition metals and strong bases, and tolerates a wide variety of functional groups.
NEW SYNTHETIC ROUTES TO β-FLUORO β-PHENYLLACTIC ACID DERIVATIVES AND Β-FLUOROCYANOHYDRINS
Ayi, A. I.,Remli, M.,Condom, R.,Guedj, R.
, p. 565 - 580 (2007/10/02)
Alkyl phenyl 2,3-epoxycarboxylates from the well-known Darzens glycidic esters synthesis react under very mild conditions with pyridinium-poly-hydrogen fluoride to give corresponding 3-fluoro 3-phenyllactates in almost quantitative yields with a high regio and stereoselectivity.This method can be applied succesfully to other flycidic derivatives: glycidoamides, glycidonitriles, glycidoiminoesters...The spectrometric properties (IR, NMR) are presented.
