109012-83-1Relevant academic research and scientific papers
Enantioselective Michael addition of malonic esters to benzalacetophenone by using chiral phase transfer catalysts derived from proline-mandelic acid/tartaric acid
Mahajan, Deepak P,Godbole, Himanshu M,Singh, Girij P,Shenoy, Gautham G
, (2019)
Abstract: Herein, we have explored the enantioselective Michael addition of various malonate esters to benzalacetophenone by successful utilization of chiral phase transfer catalysts derived from proline, mandelic acid and tartaric acid under mild phase t
Influence of ionic liquids on the phase transfer-catalysed enantioselective Michael reaction
Dere, Ravindra T.,Pal, Ravindra R.,Patil, Prashant S.,Salunkhe, Manikrao M.
, p. 5351 - 5353 (2003)
The enantioselective Michael addition of dimethyl malonate to 1,3-diphenylprop-2-en-1-one promoted by a quaternary derived ammonium salt from quinine as a phase transfer catalyst in different ionic liquids, 1-butyl-3-methyl imidazolium hexafluorophosphate, [bmim]PF6, 1-butyl-3-methyl pyridinium tetrafluoroborate, [bpy]BF4, 1-butyl-3-methyl imidazolium tetrafluoroborate [bmim]BF4 as well as in conventional organic solvents was studied.
In vitro antifungal evaluation and structure-activity relationships of a new series of chalcone derivatives and synthetic analogues, with inhibitory properties against polymers of the fungal cell wall
Lopez, Silvia N.,Castelli, Maria V.,Zacchino, Susana A.,Dominguez, Jose N.,Lobo, Gricela,Charris-Charris, Jaime,Cortes, Juan C.G.,Ribas, Juan C.,Devia, Cristina,Rodriguez, Ana M.,Enriz, Ricardo D.
, p. 1999 - 2013 (2001)
Here we report the synthesis, in vitro antifungal evaluation and SAR study of 41 chalcones and analogues. In addition, all active structures were tested for their capacity of inhibiting Saccharomyces cerevisiae β(1,3)-glucan synthase and chitin synthase,
Catalysis of the Michael addition reaction by late transition metal complexes of BINOL-derived salens
Annamalai, Venkatachalam,DiMauro, Erin F.,Carroll, Patrick J.,Kozlowski, Marisa C.
, p. 1973 - 1981 (2003)
Salen metal complexes incorporating two chiral BINOL moieties have been synthesized and characterized by X-ray crystallography. The X-ray structures show that this new class of Ni-BINOL-salen catalysts contains an unoccupied apical site for potential coor
Enantioselective Michael reaction of malonates and chalcones by phase-transfer catalysis using chiral quaternary ammonium salt
Kim, Dae Young,Huh, Sun Chul,Kim, Sung Min
, p. 6299 - 6301 (2001)
The catalytic enantioselective Michael reaction promoted by quaternary ammonium salt from cinchonidine as a phase-transfer catalyst is described. Treatment of malonate with chalcone derivatives under mild reaction conditions afforded the corresponding Michael adducts in good yields with good to moderate enantiomeric excesses.
Asymmetric Michael addition of malonates to unsaturated ketones catalyzed by rare earth metal complexes bearing phenoxy functionalized chiral diphenylprolinolate ligands
Qian, Qinqin,Zhu, Wenguo,Lu, Chengrong,Zhao, Bei,Yao, Yingming
supporting information, p. 911 - 917 (2016/09/13)
A simple, efficient catalytic asymmetric Michael addition of malonates to unsaturated ketones has been successfully developed. This process was promoted by rare earth metal complexes 1–4 bearing a chiral phenoxy functionalized prolinol ligand at room temperature [L1RE(L1H) (H2L1?=?(S)-2,4-di-tert-butyl-6-((2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)methyl)phenol, RE?=?Yb 1, Y 2, Sc 3 and L2Sc(L2H) 4 (H2L2?=?(S)-2,4-di-dimethylbenzyl-6-((2-(hydroxydiphenylmethyl)-pyrrolidin-1-yl)methyl)phenol)]. Complex 3 was the best catalyst in the transformation and the products were obtained in up to 99% yield and with 90% ee. In addition, the molecular structures of the catalysts were well characterized, including X-ray determination of complex 3.
Enantioselective Michael Addition of Malonates to Chalcone Derivatives Catalyzed by Dipeptide-derived Multifunctional Phosphonium Salts
Cao, Dongdong,Fang, Guosheng,Zhang, Jiaxing,Wang, Hongyu,Zheng, Changwu,Zhao, Gang
, p. 9973 - 9982 (2016/11/02)
Highly enantioselective Michael addition of malonates to enones catalyzed by dipeptide-derived multifunctional phosphonium salts has been developed. The newly established catalytic system was characterized with its wide substrate scope featured with aliphatic aldehyde-derived enones and substituted malonates. The gram scale-up synthesis of adducts can also be successfully achieved under optimal conditions with both excellent yield and enantioselectivity.
Michael Addition of Soft Carbon Nucleophiles to Alkylidene Isoxazol-5-ones: A Divergent Entry to β-Branched Carbonyl Compounds
Capreti, Naylil M. R.,Jurberg, Igor D.
, p. 2490 - 2493 (2015/05/27)
A novel, divergent strategy toward the synthesis of β-branched (and linear) carbonyl compounds is developed by taking advantage of alkylidene isoxazol-5-ones as key building blocks. The yields obtained range from good to excellent, therefore making the described methods attractive options for building such molecules. (Chemical Equation).
Asymmetric CONJUGATE ADDITION of MALONATE ESTERS to α,β- UNSATURATED N-sulfonyl imines: An expeditious route to chiral δ-aminoesters and piperidones
Espinosa, Miguel,Blay, Gonzalo,Cardona, Luz,Pedro, José R.
supporting information, p. 14861 - 14866 (2013/11/06)
The asymmetric conjugate addition of malonate esters to α,β-unsaturated N-sulfonyl imines is catalyzed by PyBOX/La(OTf) 3 complexes in the presence of 4A? MS. The reaction gives the corresponding E enamines bearing a stereogenic center at the allylic position with good yields and enantiomeric ratios up to 97:3. This reaction provides a synthetic entry to chiral δ-aminoesters and piperidones. Copyright
Rasta resin as support for TBD in base-catalyzed organic processes
Bonollo, Simona,Lanari, Daniela,Angelini, Tommaso,Pizzo, Ferdinando,Marrocchi, Assunta,Vaccaro, Luigi
experimental part, p. 216 - 222 (2012/03/08)
Although its intriguing features, such as uniform functionalization through the entire beads and a very high-loading capacity are suitable candidates for solid-phase synthesis and reagent-scavenging, the use of Rasta resin as support for organocatalysis has been little explored. In this contribution, Rasta polymer has been used to preparation of high-loading Rasta-TBD. This catalyst has been able to efficiently promote several organic transformations with constantly good and promising results.
