Cargando…

Enantioselective α-amination enabled by a BINAM-derived phase-transfer catalyst

Chiral anion phase-transfer of aryldiazonium cations was utilized to achieve highly enantioselective α-amination of carbonyl compounds. A broad scope of indanone- and benzosuberone-derived substrates was amenable to this strategy. Critical to obtaining high levels of enantioselectivity was the use o...

Descripción completa

Detalles Bibliográficos
Autores principales:	Nelson, H. M., Patel, J. S., Shunatona, H. P., Toste, F. D.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Royal Society of Chemistry 2015
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4251561/ https://www.ncbi.nlm.nih.gov/pubmed/25485073 http://dx.doi.org/10.1039/c4sc02494j

Ejemplares similares

Synthesis and Evaluation of the (S)-BINAM Derivatives as Fluorescent Enantioselective Detectors
por: Shaferov, Alexander V., et al.
Publicado: (2020)

Enantioselective Solvent-Free Synthesis of 3-Alkyl-3-hydroxy-2-oxoindoles Catalyzed by Binam-Prolinamides
por: Bañón-Caballero, Abraham, et al.
Publicado: (2015)

Dimeric cinchona ammonium salts with benzophenone linkers: enantioselective phase transfer catalysts for the synthesis of α-amino acids
por: Woo, Seunga, et al.
Publicado: (2018)

Enantioselective fluorination of homoallylic alcohols enabled by the tuning of non-covalent interactions
por: Coelho, Jaime A. S., et al.
Publicado: (2018)

Simple Organic Molecules as Catalysts for Enantioselective Synthesis of Amines and Alcohols
por: Silverio, Daniel L., et al.
Publicado: (2013)

Neutral chiral cyclopentadienyl Ru(ii)Cl catalysts enable enantioselective [2+2]-cycloadditions
por: Kossler, D., et al.
Publicado: (2017)

Calcium(ii)-catalyzed enantioselective conjugate additions of amines
por: Uno, Brice E., et al.
Publicado: (2018)

Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical–radical coupling
por: Zhou, Zijun, et al.
Publicado: (2017)

Enantioselective amination of 4-alkylisoquinoline-1,3(2H,4H)-dione derivatives
por: Cheng, Cheng, et al.
Publicado: (2020)

Molecular insights into chirality transfer from double axially chiral phosphoric acid in a synergistic enantioselective intramolecular amination
por: Tribedi, Soumi, et al.
Publicado: (2021)

Enantioselective Synthesis of (+)-Coerulescine by a Phase-Transfer Catalytic Allylation of Diphenylmethyl tert-Butyl α-(2-Nitrophenyl)Malonate
por: Lee, Sangki, et al.
Publicado: (2020)

Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters
por: Trost, B. M., et al.
Publicado: (2018)

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

New anionic cobalt(III) complexes enable enantioselective synthesis of spiro-fused oxazoline and iodoacetal derivatives
por: Salem, Mohamed S. H., et al.
Publicado: (2022)

Structure–activity relationship studies of cyclopropenimines as enantioselective Brønsted base catalysts
por: Bandar, Jeffrey S., et al.
Publicado: (2015)

Synthesis of chiral malonates by α-alkylation of 2,2-diphenylethyl tert-butyl malonates via enantioselective phase-transfer catalysis
por: Guo, Zhibin, et al.
Publicado: (2023)

Histidine-based copper tetrapeptides as enantioselective catalysts for aldol reactions
por: Sharifa Zaithun, Begum, et al.
Publicado: (2018)

Enantioselective Aromatic Amination?
por: Thönnißen, Vinzenz, et al.
Publicado: (2021)

Primary amines as heterogeneous catalysts in an enantioselective [2,3]-Wittig rearrangement reaction
por: Murre, Aleksandra, et al.
Publicado: (2023)

Enantioselective synthesis of amines by combining photoredox and enzymatic catalysis in a cyclic reaction network
por: Guo, Xingwei, et al.
Publicado: (2018)

Enantioselective intramolecular C–H amination of aliphatic azides by dual ruthenium and phosphine catalysis
por: Qin, Jie, et al.
Publicado: (2019)

Enantioselective construction of C-chiral allylic sulfilimines via the iridium-catalyzed allylic amination with S,S-diphenylsulfilimine: asymmetric synthesis of primary allylic amines
por: Grange, Rebecca L., et al.
Publicado: (2015)

Reagent-controlled enantioselectivity switch for the asymmetric fluorination of β-ketocarbonyls by chiral primary amine catalysis
por: You, Yang'en, et al.
Publicado: (2017)

General stereoretentive preparation of chiral secondary mixed alkylmagnesium reagents and their use for enantioselective electrophilic aminations
por: Kremsmair, Alexander, et al.
Publicado: (2021)

Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
por: Li, Si-Jia, et al.
Publicado: (2020)

Recent developments for intermolecular enantioselective amination of non-acidic C(sp(3))–H bonds
por: Li, Heng-Hui, et al.
Publicado: (2023)

Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts
por: Majdecki, Maciej, et al.
Publicado: (2020)

A versatile catalyst system for enantioselective synthesis of 2-substituted 1,4-benzodioxanes
por: Chong, Eugene, et al.
Publicado: (2019)

Efficient Transfer Hydrogenation of Nitro Compounds to Amines Enabled by Mesoporous N-Stabilized Co-Zn/C
por: Xu, Yufei, et al.
Publicado: (2019)

Visible-light-induced organocatalytic enantioselective N–H insertion of α-diazoesters enabled by indirect free carbene capture
por: Guo, Wengang, et al.
Publicado: (2022)

Bimetallic tandem catalysis-enabled enantioselective cycloisomerization/carbonyl–ene reaction for construction of 5-oxazoylmethyl α-silyl alcohol
por: Sang, Xinpeng, et al.
Publicado: (2023)

Enantioselective Single and Dual α-C–H Bond Functionalization of Cyclic Amines via Enzymatic Carbene Transfer
por: Ren, Xinkun, et al.
Publicado: (2022)

Structurally divergent enantioselective synthesis of benzofuran fused azocine derivatives and spiro-cyclopentanone benzofurans enabled by sequential catalysis
por: Khuntia, Rupkumar, et al.
Publicado: (2023)

Asymmetric Fluorination of α-Branched Cyclohexanones Enabled by a Combination of Chiral Anion Phase-Transfer Catalysis and Enamine Catalysis using Protected Amino Acids
por: Yang, Xiaoyu, et al.
Publicado: (2014)

Iridium(iii)-bis(imidazolinyl)phenyl catalysts for enantioselective C–H functionalization with ethyl diazoacetate
por: Weldy, N. Mace, et al.
Publicado: (2016)

Biocatalytic enantioselective hydroaminations enabling synthesis of N-arylalkyl-substituted l-aspartic acids
por: Abidin, Mohammad Z., et al.
Publicado: (2021)

Nitro-enabled catalytic enantioselective formal umpolung alkenylation of β-ketoesters
por: Choudhury, Abhijnan Ray, et al.
Publicado: (2017)

Photocatalytic enantioselective α-aminoalkylation of acyclic imine derivatives by a chiral copper catalyst
por: Han, Bowen, et al.
Publicado: (2019)

Enantioselective conjugate hydrosilylation of α,β-unsaturated ketones
por: Yang, Huan, et al.
Publicado: (2019)

Catalytic photochemical enantioselective α-alkylation with pyridinium salts
por: Yetra, Santhivardhana Reddy, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_alula9s318b4jsgcdtlbuf4lsd