351533-35-2Relevant academic research and scientific papers
A combined kinetic and thermodynamic approach for the interpretation of continuous-flow heterogeneous catalytic processes
Bortolini, Olga,Cavazzini, Alberto,Giovannini, Pier Paolo,Greco, Roberto,Marchetti, Nicola,Massi, Alessandro,Pasti, Luisa
, p. 7802 - 7808 (2013)
The heterogeneous proline-catalyzed aldol reaction was investigated under continuous-flow conditions by means of a packed-bed microreactor. Reaction-progress kinetic analysis (RPKA) was used in combination with nonlinear chromatography for the interpretat
The pH of the reaction controls the stereoselectivity of organocatalyzed direct aldol reactions in water
Chimni, Swapandeep Singh,Singh, Sarbjit,Kumar, Akshay
, p. 1722 - 1724 (2009)
The direct aldol reaction of 4-nitrobenzaldehyde and cyclohexanone, catalyzed by a protonated prolinamide catalyst in water, proceeds with the formation of aldol product that has high diastereoselectivity and enantioselectivity in an optimal pH range of 4
Chitosan aerogel: A recyclable, heterogeneous organocatalyst for the asymmetric direct aldol reaction in water
Ricci, Alfredo,Bernardi, Luca,Gioia, Claudio,Vierucci, Simone,Robitzer, Mike,Quignard, Franoise
, p. 6288 - 6290 (2010)
Aerogel microspheres of chitosan, an abundant biopolymer obtained from marine crustaceans, have been successfully applied to catalyze the asymmetric aldol reaction in water, providing the products in high yields and with good stereoselectivity (up to 93%
Synthesis and evaluation of (S)-proline-containing dipeptidic organocatalysts bound to MBHA resin in asymmetric aldol reactions
Machuca, Elizabeth,Granados, Giovanna,Hinojosa, Bruno,Juaristi, Eusebio
, p. 6047 - 6051 (2015)
The effectiveness of MBHA-bound dipeptidic organocatalysts 1a-d in the asymmetric aldol reaction between cyclohexanone and several aldehydes was evaluated. Under the optimum reaction conditions, which involved the use of Br?nsted acid and water as additiv
Alkylation reactions of phosphachroman-2,4-diones and 4-hydroxy phosphacoumarins
Li, Xueshu,Wang, Yitong,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
, p. 105 - 113 (2006)
Phosphachroman-2,4-dione and 4-alkoxyphosphacoumarin derivatives, phosphonic analogues of chromones and coumarins with potential biological activities, were synthesized in good yields through sequential base-catalyzed intramolecular cyclization of O-alkyl
Bipyridine-Proline Grafted Silicas with Different Mesopore Structures: Their Catalytic Performance in Asymmetric Aldol Reaction and Structure Effect
He, Xu,Bai, Shiyang,Sun, Jihong,Zhang, Yajing,Zhao, Hongwu,Wu, Xia
, p. 2408 - 2417 (2018)
Abstract: A series of immobilized bipyridine-proline based on mesoporous silica with different structures were synthesized via grafting followed by coordination method. All catalysts were used in asymmetric aldol reaction of cyclohexanone with 4-nitrobenz
L-Proline functionalized metal-organic framework PCN-261 as catalyst for aldol reaction
Chen, Jianxiang,Yu, Huangqin,Tu, Danyu,Shen, Liang
, (2019)
A homochiral MOF, PCN-261-NHPro, was prepared via solvothermal synthesis of Fe2CoO(CH3COO)6 with H3tcpb-NHPro. The aldol addition was selected as a model reaction for the estimation of the catalytic performance
Nonlinear effects at the soft interface of an emulsion in the List-Lerner-Barbas aldol reaction
Dutta, Jyoti,Wakdikar, Nutan,Tiwari, Shraeddha
, p. 6746 - 6752 (2017)
Nonlinear effects have been observed for the List-Lerner-Barbas aldol reaction catalyzed by a proline-based surfactant catalyst at the aqueous-organic interface under emulsifying conditions. The differential partitioning of the amphiphilic catalyst enanti
Thermal and magnetic dual-responsive L-proline nanohybrids for aqueous asymmetric aldol reaction
Wang, Qinya,Tang, Yu,Wu, Lexuan,Xu, Weiwei,Shen, Yinghua,Shi, Lijuan,Dai, Sheng
, (2020)
Thermal and magnetic dual-responsive L-proline nanohybrids (L-Pro-based-TMNHs) were prepared by grafting thermal-responsive thiol-terminated P(NIPAM-co-L-ProlA)-b-POEGA-SH (PNLPO-SH) to vinyl-functionalized Fe3O4?SiO2-MPS
Structure optimization of lipopeptide assemblies for aldol reactions in an aqueous medium
Soares, Bruna M.,Sodré, Pedro T.,Aguilar, Andrea M.,Gerbelli, Barbara B.,Pelin, Juliane N. B. D.,Argüello, Karina B.,Silva, Emerson R.,De Farias, Marcelo A.,Portugal, Rodrigo V.,Schmuck, Carsten,Coutinho-Neto, Maurício D.,Alves, Wendel A.
, p. 10953 - 10963 (2021)
Four amphiphilic peptides were synthesized, characterized, and evaluated regarding their efficiency in the catalysis of direct aldol reactions in water. The lipopeptides differ by having a double lipid chain and a guanidinium pyrrole group functionalizing one Lys side chain. All the samples are composed of the amino acids l-proline (P), l-arginine (R), or l-lysine (K) functionalized with the cationic guanidiniocarbonyl pyrrole unit (GCP), l-tryptophan (W), and l-glycine (G), covalently linked to one or two long aliphatic chains, leading to surfactant-like designs with controlled proline protonation state and different stereoselectivity. Critical aggregation concentrations (cac) were higher in the presence of the GCP group, suggesting that self-assembly depends on charge distribution along the peptide backbone. Cryogenic Transmission Electron Microscopy (Cryo-TEM) and Small Angle X-ray Scattering (SAXS) showed a rich polymorphism including spherical, cylindrical, and bilayer structures. Molecular dynamics simulations performed to assess the lipopeptide polymorphs revealed an excellent agreement with core-shell arrangements derived from SAXS data and provided an atomistic view of the changes incurred by modifying head groups and lipid chains. The resulting nanostructures behaved as excellent catalysts for aldol condensation reactions, in which superior conversions (>99%), high diastereoselectivities (ds = 94?:?6), and enantioselectivities (ee = 92%) were obtained. Our findings contribute to elucidate the effect of nanoscale organization of lipopeptide assemblies in the catalysis of aldol reactions in an aqueous environment.
