Cargando…

Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction

In this manuscript, a novel, decarboxylative Michael reaction between α-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlac...

Descripción completa

Detalles Bibliográficos
Autores principales:	Bojanowski, Jan, Sieroń, Lesław, Albrecht, Anna
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2019
Materias:	Communication
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6681191/ https://www.ncbi.nlm.nih.gov/pubmed/31311096 http://dx.doi.org/10.3390/molecules24142565

Ejemplares similares

Enantioselective, Decarboxylative (3+2)-Cycloaddition of Azomethine Ylides and Chromone-3-Carboxylic Acids
por: Kowalska, Ewelina, et al.
Publicado: (2022)

Organocatalytic Enantioselective α-Nitrogenation of α,α-Disubstituted Aldehydes in the Absence of a Solvent
por: Torregrosa-Chinillach, Alejandro, et al.
Publicado: (2022)

Organocatalytic cascade aza-Michael/hemiacetal reaction between disubstituted hydrazines and α,β-unsaturated aldehydes: Highly diastereo- and enantioselective synthesis of pyrazolidine derivatives
por: Geng, Zhi-Cong, et al.
Publicado: (2012)

Phosphine-Catalyzed Doubly Stereoconvergent γ-Additions of Racemic Heterocycles to Racemic Allenoates: The Catalytic Enantioselective Synthesis of Protected α,α-Disubstituted α-Amino Acid Derivatives
por: Kalek, Marcin, et al.
Publicado: (2015)

Catalytic Enantioselective Intramolecular Oxa-Michael Reaction to α,β-Unsaturated Esters and Amides
por: Su, Guanglong, et al.
Publicado: (2023)

Asymmetric Synthesis of Tertiary α -Hydroxyketones by Enantioselective Decarboxylative Chlorination and Subsequent Nucleophilic Substitution
por: Kam, Mei Kee, et al.
Publicado: (2020)

Enantioselective synthesis of gem-disubstituted N-Boc diazaheterocycles via decarboxylative asymmetric allylic alkylation
por: Sun, Alexander W., et al.
Publicado: (2018)

Regioselective α-addition of vinylogous α-ketoester enolate in organocatalytic asymmetric Michael reactions: enantioselective synthesis of Rauhut–Currier type products
por: Weng, Zhibing, et al.
Publicado: (2022)

Enantioselective synthesis of α-alkenyl α-amino acids via N–H insertion reactions
por: Guo, Jun-Xia, et al.
Publicado: (2016)

Decarboxylative Annulation of α-Amino Acids with γ-Nitroaldehydes
por: Kang, YoungKu, et al.
Publicado: (2016)

Organocatalytic, enantioselective synthesis of benzoxaboroles via Wittig/oxa-Michael reaction Cascade of α-formyl boronic acids
por: Hazra, Gurupada, et al.
Publicado: (2017)

Asymmetric Synthesis of Spirocyclopentane Oxindoles Containing Four Consecutive Stereocenters and Quaternary α-Nitro Esters via Organocatalytic Enantioselective Michael–Michael Cascade Reactions
por: Chaudhari, Prakash D., et al.
Publicado: (2019)

A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids
por: Duan, Zhiqiang, et al.
Publicado: (2014)

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

Facile Conversion of α‐Amino Acids into α‐Amino Phosphonates by Decarboxylative Phosphorylation using Visible‐Light Photocatalysis
por: Reich, Dominik, et al.
Publicado: (2022)

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

Chiral spirocyclic phosphoric acid-catalyzed enantioselective synthesis of heterotriarylmethanes bearing an amino acid moiety
por: Jiaping, Jin, et al.
Publicado: (2023)

Stereoselective Synthesis of α-Disubstituted β-Homoprolines
por: Quintavalla, Arianna, et al.
Publicado: (2023)

Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives
por: Haider, Victoria, et al.
Publicado: (2022)

A bifunctional iminophosphorane squaramide catalyzed enantioselective synthesis of hydroquinazolines via intramolecular aza-Michael reaction to α,β-unsaturated esters
por: Su, Guanglong, et al.
Publicado: (2021)

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

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)

Doubly Decarboxylative Synthesis of 4-(Pyridylmethyl)chroman-2-ones and 2-(Pyridylmethyl)chroman-4-ones under Mild Reaction Conditions †
por: Bojanowski, Jan, et al.
Publicado: (2021)

Enantioselective Giese Additions of Prochiral α-Amino Radicals
por: Lahdenperä, Antti S. K., et al.
Publicado: (2022)

Enantioselective Catalytic Synthesis of α-Halogenated α-Aryl-β(2,2)-amino Acid Derivatives
por: Zebrowski, Paul, et al.
Publicado: (2021)

Enantioselective synthesis of α-amino ketones through palladium-catalyzed asymmetric arylation of α-keto imines
por: Wen, Wei, et al.
Publicado: (2022)

Pseudo-Dipeptide Bearing α,α-Difluoromethyl Ketone Moiety as Electrophilic Warhead with Activity against Coronaviruses
por: Citarella, Andrea, et al.
Publicado: (2021)

Decarboxylative aldol reaction of α,α-difluoro-β-ketocarboxylate salt: a facile method for generation of difluoroenolate
por: Tarui, Atsushi, et al.
Publicado: (2018)

α,α-disubstituted β-amino amides eliminate Staphylococcus aureus biofilms by membrane disruption and biomass removal
por: Ausbacher, Dominik, et al.
Publicado: (2023)

Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes
por: Schwieter, Kenneth E., et al.
Publicado: (2015)

Single-Flask Enantioselective Synthesis of α-Amino Acid Esters by Organocatalysis
por: Battaglia, Vincenzo, et al.
Publicado: (2023)

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

Synthesis of Structurally Diverse N‐Substituted Quaternary‐Carbon‐Containing Small Molecules from α,α‐Disubstituted Propargyl Amino Esters
por: Mateu, Natalia, et al.
Publicado: (2018)

Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives
por: Peng, Qiupeng, et al.
Publicado: (2021)

Enantioselective One-Pot Synthesis of α-Amino Esters by a Phosphine-Catalyzed [3+2]-Cycloaddition Reaction
por: Steurer, Marianne, et al.
Publicado: (2012)

Cinchona Alkaloid Derivative-Catalyzed Enantioselective Synthesis via a Mannich-Type Reaction and Antifungal Activity of β-Amino Esters Bearing Benzoheterocycle Moieties
por: Xiao, Han, et al.
Publicado: (2014)

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

Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality
por: Martínez, Jose I, et al.
Publicado: (2015)

Biocatalytic decarboxylative Michael addition for synthesis of 1,4-benzoxazinone derivatives
por: Bavandi, Hossein, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_f7do3unpktmlen97jtvjvkhct3