219826-54-7Relevant academic research and scientific papers
Enhanced enantioselectivity in heterogeneous manganese-catalyzed asymmetric epoxidation with nanosheets modified amino acid Schiff bases as ligands by modulating the orientation and the arrangement order
An, Zhe,Han, Hongbo,He, Jing,Jiang, Yitao,Ping, Qi,Shu, Xin,Song, Hongyan,Tang, Yuanzhong,Wang, Wenlong,Xiang, Xu,Zhu, Yanru
, p. 22 - 36 (2021)
Catalytic enantioselective epoxidation of olefins plays an important role in the production of optically-active epoxy. Transition-metal complexes prove efficient for the catalytic epoxidation of un-functionalized olefins by employing privileged chiral lig
Application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric reaction
-
Paragraph 0074-0079; 0082-0143, (2020/11/23)
The invention relates to application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric epoxidation reaction of chalcone compounds. According to the application, alpha, beta-unsaturated ketone shown in a formula (1) and tert-butyl hydroperoxide react in the presence of organic alkali under the combined catalytic action of a chiral TADDOL ligand shown in a formula (3) and rare earth metal amide in an anhydrous, oxygen-free and protective atmosphere to obtain the chiral epoxy compound shown in the formula (2) after the reaction is completed, wherein R1 is selected from hydrogen, alkyl, halogen, alkoxy, trifluoromethyl, nitro or cyano, R2 is selected from phenyl, substituted phenyl, naphthyl, furyl or thienyl; R3 and R4 are respectively and independently selected from alkyl, phenyl or R3 and R4 and carbon atoms connected with R3 and R4 form naphthenic base; Ar is phenyl, substituted phenyl, biphenyl or naphthyl; the molecular formula of the rare earth metal amide is RE [N (SiMe3) 2] 3. The method has the advantages of wide substrate application range, high yield and high enantioselectivity.
Synthesis method of epoxy compound and agricultural biological activity thereof
-
Paragraph 0035; 0036; 0037, (2019/01/07)
The invention provides a synthesis method of an epoxy compound and agricultural biological activity thereof, and belongs to the field of organic synthesis, wherein the raw material used in the methodhas low cost, the reaction system does not need catalyst participation and heating, the method is environment friendly, has high product yield, and provides a novel approach for synthesis of the epoxycompound. The method comprises the following steps: separately adding styrene/4-vinylpyridine, alkylbenzene and acetone to a reaction vessel, then introducing oxygen into the reaction vessel, and reacting for 4-6 hours under the illumination condition of a LED lamp; and after the reaction is finished, performing column chromatography separation to obtain the epoxy compound. The synthesis method can be applied to the preparation of the epoxy compound and the control of pathogenic bacteria of crops.
Asymmetric epoxidation with H2O2 by manipulating the electronic properties of non-heme iron catalysts
Cusso, Olaf,Garcia-Bosch, Isaac,Ribas, Xavi,Lloret-Fillol, Julio,Costas, Miquel
supporting information, p. 14871 - 14878 (2013/10/22)
A non-heme iron complex that catalyzes highly enantioselective epoxidation of olefins with H2O2 is described. Improvement of enantiomeric excesses is attained by the use of catalytic amounts of carboxylic acid additives. Electronic effects imposed by the ligand on the iron center are shown to synergistically cooperate with catalytic amounts of carboxylic acids in promoting efficient O-O cleavage and creating highly chemo-and enantioselective epoxidizing species which provide a broad range of epoxides in synthetically valuable yields and short reaction times.
Studies in asymmetric epoxidation of chalcone using quaternary salts and nonionic surfactants based on 6-amino-6-deoxy-glucose as chiral phase transfer catalysts
Sharma, Lalit,Sharma, Subhash Chander,Saroj
experimental part, p. 1293 - 1297 (2012/06/30)
Quaternary salts and nonionic surfactants based on 6-amino-6-deoxy-glucose were explored as chiral phase transfer catalysts for the asymmetric epoxidation of chalcone. Quaternary salts used in the present study, were void of any branched chain or long hyd
Influence of polymerization degree of poly-l-leucine catalyst and substituent effect on the Julia-Colonna asymmetric epoxidation of benzalacetophenones
Takagi, Ryukichi,Begum, Shahnaz,Siraki, Akiko,Yoneshige, Arata,Koyama, Kin-ichirou,Ohkata, Katsuo
, p. 129 - 141 (2007/10/03)
The Julia-Colonna asymmetric epoxidation reaction of substituted benzalacetophenone afforded the corresponding epoxide with high yield and high enantioselectivity, catalyzed by the specified length of poly-l-leucine (chain length n > 15). Poly-l-leucine catalysts have been prepared by the polymerization reaction of l-leucine-NCA with initiators (BnONa, n-BuNH2, H2O) and characterized by the MALD1-TOF Mass and IR analysis.
Scale-up studies for the asymmetric Julia-Colonna epoxidation reaction
Gerlach, Arne,Geller, Thomas
, p. 1247 - 1249 (2007/10/03)
The asymmetric Julia-Colonna epoxidation reaction under triphasic/PTC conditions has been successfully scaled-up to a one-hundred gram substrate level providing the corresponding epoxy ketone with high optical purity (up to 97% ee) and in good yield (75-78%). The amount of polyamino acid catalyst could be reduced leading to a simplified reaction work-up. In order to minimise the overall reaction time baffled reactors with pitched-blade impellers have been employed.
Highly efficient enantioselective epoxidation of α,β-enones catalyzed by cheap chiral lanthanum and gadolinium alkoxides
Chen, Ruifang,Qian, Changtao,De Vries, Johannes G
, p. 9837 - 9842 (2007/10/03)
(S)-6,6′-Dibromo-BINOL and (S)-6,6′-diphenyl-BINOL have been developed as efficient chiral ligands applicable to lanthanoid catalyzed asymmetric epoxidation of α,β-unsaturated ketones in the presence of cumene hydroperoxide. Excellent chemical yield and e
Towards a mechanistic insight into the Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones using discrete lengths of poly- leucine
Bentley, Paul A.,Cappi, Michael W.,Flood, Robert W.,Roberts, Stanley M.,Smith, John A.
, p. 9297 - 9300 (2007/10/03)
Accurate length poly-leucines have been used to evaluate mechanistic features of the asymmetric epoxidation of chalcone. Studies have been directed towards the influence of the length of the chain, the stereochemistry of the amino acid residues and the na
Enantioselective epoxidation using liposomised m-chloro-perbenzoic acid (LIP MCPBA)
Kumar, Atul,Bhakuni, Vinod
, p. 4751 - 4754 (2007/10/03)
A highly enantioselective epoxidation of functionalized and unfunctionalized olefins using m-chlorobenzoic acid in liposomised from (LIP BCPBA) has been demonstrated.
