20894-11-5Relevant academic research and scientific papers
Synthesis of new chiral macrocycles-based glycolipids and its application in asymmetric Michael addition
Sabah, Karem J.,Zahid, N. Idayu,Hashim, Rauzah
, p. 2653 - 2667 (2021/03/19)
A series of new mix aza- and thia-macrocyclic glycolipids (9, 10, 16 and 17) have been synthesized and their enantiomeric selectivity was studied. The synthesis of the macrocycles involved a simple protection of two hydroxyl groups of the glycolipids followed by building up the mix-heteroatom macrocyclic in simple sequences. The macrocycles and previously investigated analogues (18, 19, 20 and 21) have been applied as phase transfer catalysts in the enantioselective Michael addition of 2-nitropropane to chalcone and showed good-to-excellent enantiomer excess (ee). Among the catalysts, the galactose aza-crown ether-based glycolipid 21 proved to be the most effective with 90% ee. Graphic abstract: [Figure not available: see fulltext.]
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.
Epi-cinchona based thiourea organocatalyst family as an efficient asymmetric Michael addition promoter: Enantioselective conjugate addition of nitroalkanes to chalcones and α,β-unsaturated N-acylpyrroles
Vakulya, Benedek,Varga, Szilard,Soos, Tibor
, p. 3475 - 3480 (2008/09/20)
(Chemical Equation Presented) A small set of easily available epi-cinchona based thiourea organocatalysts have been synthesized and tested in enantioselective Michael addition of nitroalkanes to chalcones. These bifunctional catalyst systems promoted the
Michael additions of methylene active compounds to chalcone in ionic liquids without any catalyst: The peculiar properties of ionic liquids
Meciarova, Maria,Toma, Stefan
, p. 1268 - 1272 (2007/10/03)
Michael additions of malonodinitrile as well as several other reagents to chalcone have been found to proceed well in pure ionic liquids, without the addition of any catalyst. The catalytic effect of the residual acidity caused by hydrolysis of ionic liqu
Henry reaction and 1,4-addition of nitroalkanes to α,β- unsaturated carbonyl compounds under the influence of MS 4 A in DMSO
Oriyama, Takeshi,Aoyagi, Masaru,Iwanami, Katsuyuki
, p. 612 - 613 (2008/02/07)
In the presence of MS 4 A in DMSO (dimethyl sulfoxide), Henry reaction with various carbonyl compounds and nitroalkanes proceeded smoothly to give the corresponding β-nitroalcohol without a base catalyst. Moreover, 1,4-additon of nitroalkane to α,β-unsaturated ketones was also performed in DMSO. Copyright
Solvent-free synthesis of γ-nitroketones and γ-nitroesters promoted by the ionic liquid/K2CO3 catalytic system
Zlotin, Sergey G.,Bogolyubov, Andrey V.,Kryshtal, Galina V.,Zhdankina, Galina M.,Struchkova, Marina I.,Tartakovsky, Vladimir A.
, p. 3849 - 3854 (2008/02/10)
A convenient solvent-free synthesis of γ-nitroketones and γ-nitroesters based on the reaction of nitroalkanes with α,β-unsaturated carbonyl compounds in the ultrasonically activated heterogeneous catalytic system 1-butyl-3-methylimidazolium tetrafluorobor
Synthesis and characterization of 4-aryl-5-(1-aryl-2-methyl-2-nitropropyl)- 1,2,3-selenadiazoles
Saravanan, Sivaperuman,Nithya, Arumugam,Muthusubramanian, Shanmugam
, p. 149 - 155 (2007/10/03)
The synthesis of a new set of selenadiazoles, 4-aryl-5-(1-aryl-2-methyl-2- nitropropyl)-1,2,3-selenadiazoles (4) derived from 2-[4-methyl-4-nitro-1,3- diarylpentylidene]-1-hydrazinecarboxamide (3) has been reported. THF has been found to be the solvent of
Synthesis of chiral pentacyclo-undecane macrocycles and their use in enantioselective Michael addition reactions
Boyle, Grant A.,Govender, Thavendran,Kruger, Hendrik G.,Maguire, Glenn E.M.
, p. 3775 - 3781 (2007/10/03)
The synthesis of a new class of chiral cage annulated macrocycles with C1 symmetry and five donor atoms is reported. The cage annulated hosts catalysed the addition of 2-nitropropane to chalcone with high enantioselectivities (up to 92% ee) but
Synthesis of 2H-pyrroles by treatment of pyrrolidines with DDQ
Cheruku, Srinivasa R.,Padmanilayam, Maniyan P.,Vennerstrom, Jonathan L.
, p. 3701 - 3703 (2007/10/03)
A mild and efficient synthesis of 2,2-dialkyl-3,5-diaryl-2H-pyrroles is described. Treatment of 2,2-dialkyl-3,5-diarylpyrrolidines with DDQ in dioxane for 12-24 h at rt afforded the corresponding 2H-pyrroles in 55-81% overall yields.
Peracid Oxidation of 1-Pyrroline 1-Oxides
Bapat, Jayant Bhalchandra,Durie, Alexander
, p. 211 - 219 (2007/10/02)
Peracid oxidation of twelve 1-pyrroline 1-oxides (a class of cyclic nitrones) has been carried out.Those compounds without a substituent in position 2 yielded the corresponding hydroxamic acids. 2-Phenyl-substituted 1-pyrroline 1-oxides gave nitro ketones
