Cargando…

Enantioselective Organocatalyzed Michael Addition of Isobutyraldehyde to Maleimides in Aqueous Media

Thiourea was introduced into (R,R)-1,2-diphenylethylenediamine as an organocatalyst to promote the reaction between isobutyraldehydes and maleimides. Enantioselective Michael addition reaction was carried out as an eco-friendly method using water as the solvent. As a result of the reaction between i...

Descripción completa

Detalles Bibliográficos
Autores principales:	Shim, Jae Ho, Cheun, Seok Hyun, Kim, Hyeon Soo, Ha, Deok-Chan
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2022
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9101813/ https://www.ncbi.nlm.nih.gov/pubmed/35566109 http://dx.doi.org/10.3390/molecules27092759

Ejemplares similares

Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide
por: Torregrosa-Chinillach, Alejandro, et al.
Publicado: (2018)

Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide
por: Torregrosa-Chinillach, Alejandro, et al.
Publicado: (2022)

Desymmetrization of Prochiral N-Pyrazolyl Maleimides via Organocatalyzed Asymmetric Michael Addition with Pyrazolones: Construction of Tri-N-Heterocyclic Scaffolds Bearing Both Central and Axial Chirality
por: Geng, Jianqi, et al.
Publicado: (2023)

Organocatalyzed enantioselective desymmetrization of aziridines and epoxides
por: Wang, Ping-An
Publicado: (2013)

Enantioselective Michael Addition of Water
por: Chen, Bi-Shuang, et al.
Publicado: (2015)

Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions
por: Avila-Ortiz, C. Gabriela, et al.
Publicado: (2017)

Enantioselective organocatalytic Michael reactions using chiral (R,R)-1,2-diphenylethylenediamine-derived thioureas
por: Shim, Jae Ho, et al.
Publicado: (2020)

Organocatalyzed Phospha‐Michael Addition: A Highly Efficient Synthesis of Customized Bis(acyl)phosphane Oxide Photoinitiators
por: Conti, Riccardo, et al.
Publicado: (2022)

Regulating the Homogeneity of Thiol-Maleimide Michael-Type Addition-Based Hydrogels Using Amino Biomolecules
por: Guo, Yu, et al.
Publicado: (2021)

Investigations towards the stereoselective organocatalyzed Michael addition of dimethyl malonate to a racemic nitroalkene: possible route to the 4-methylpregabalin core structure
por: Vargová, Denisa, et al.
Publicado: (2018)

Evidence of Isomerization in the Michael-Type Thiol-Maleimide Addition: Click Reaction between L-Cysteine and 6-Maleimidehexanoic Acid
por: Niño-Ramírez, Víctor Alfonso, et al.
Publicado: (2022)

Enantioselective synthesis of chiral quinohelicenes through sequential organocatalyzed Povarov reaction and oxidative aromatization
por: Li, Chengwen, et al.
Publicado: (2023)

Isobutyraldehyde production from Escherichia coli by removing aldehyde reductase activity
por: Rodriguez, Gabriel M, et al.
Publicado: (2012)

Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions
por: Debiais, Mégane, et al.
Publicado: (2020)

Recent Advances in Asymmetric Organocatalyzed Conjugate Additions to Nitroalkenes
por: Alonso, Diego A., et al.
Publicado: (2017)

Squaramide-Catalyzed Enantioselective Michael Addition of Masked Acyl Cyanides to Substituted Enones
por: Yang, Kin S., et al.
Publicado: (2013)

Enantioselective Michael Addition/Iminium Ion Cyclization Cascades of Tryptamine-Derived Ureas
por: Aillaud, Isabelle, et al.
Publicado: (2013)

Highly enantioselective access to diketopiperazines via cinchona alkaloid catalyzed Michael additions
por: Cabanillas, Alejandro, et al.
Publicado: (2015)

6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis
por: Neyyappadath, Rifahath M., et al.
Publicado: (2017)

Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors
por: Pichon, Delphine, et al.
Publicado: (2020)

Synergistic Catalysis of Tandem Michael Addition/Enantioselective Protonation Reactions by an Artificial Enzyme
por: Zhou, Zhi, et al.
Publicado: (2021)

Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles
por: Formica, Michele, et al.
Publicado: (2018)

Isothiourea-Catalyzed Enantioselective Michael Addition of Malonates to α,β-Unsaturated Aryl Esters
por: Wu, Jiufeng, et al.
Publicado: (2022)

Enantioselective isothiourea-catalysed reversible Michael addition of aryl esters to 2-benzylidene malononitriles
por: Nimmo, Alastair J., et al.
Publicado: (2023)

Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones
por: Boylan, Amy, et al.
Publicado: (2021)

Toward bioproduction of oxo chemicals from C(1) feedstocks using isobutyraldehyde as an example
por: Guo, Liwei, et al.
Publicado: (2022)

Enantioselective Desymmetrization of Prochiral Cyclohexanones by Organocatalytic Intramolecular Michael Additions to α,β-Unsaturated Esters**
por: Gammack Yamagata, Adam D, et al.
Publicado: (2015)

Origin of enantioselectivity reversal in Lewis acid-catalysed Michael additions relying on the same chiral source
por: Riehl, Paul S., et al.
Publicado: (2021)

Enantioselective Michael addition of malonates to α,β-unsaturated ketones catalyzed by 1,2-diphenylethanediamine
por: Wang, Wei, et al.
Publicado: (2018)

Bifunctional Iminophosphorane-Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α,β-Unsaturated Amides
por: Rozsar, Daniel, et al.
Publicado: (2022)

Enantioselective Michael addition to vinyl phosphonates via hydrogen bond-enhanced halogen bond catalysis
por: Kaasik, Mikk, et al.
Publicado: (2021)

Enantioselective Thiolysis and Aminolysis of Cyclic Anhydrides Using a Chiral Diamine-Derived Thiourea Catalyst
por: Shim, Jae Ho, et al.
Publicado: (2021)

Ionic Liquids: Efficient Media for the Lipase-Catalyzed Michael Addition
por: Fan, Yunchang, et al.
Publicado: (2018)

Enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes catalyzed by binaphthyl-derived organocatalysts
por: Woo, Saet Byeol, et al.
Publicado: (2012)

Isothiourea-catalysed enantioselective Michael addition of N-heterocyclic pronucleophiles to α,β-unsaturated aryl esters
por: Shu, Chang, et al.
Publicado: (2019)

A Highly Sensitive and Selective Isobutyraldehyde Sensor Based on Nanosized Sm(2)O(3) Particles
por: Jiang, Li, et al.
Publicado: (2020)

Chiral Aminophosphines as Catalysts for Enantioselective Double-Michael Indoline Syntheses
por: Khong, San N., et al.
Publicado: (2012)

Highly enantioselective sulfa-Michael addition reactions using N-heterocyclic carbene as a non-covalent organocatalyst
por: Chen, Jiean, et al.
Publicado: (2015)

Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts
por: Wang, Qingqing, et al.
Publicado: (2017)

Enantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines
por: Seibel, Zara M, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_5hndimmcbpdpole83kpqi9q9sd