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Easy Access to Fully Functionalized Chiral Tetrahydro-β-Carboline Alkaloids

https://doi.org/10.1021/jo1025833
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Outgoing claims: the papers this work cites, builds on, or argues with.

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Medicinal Natural Products
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Catalytic Enantioselective Friedel–Crafts Alkylation of Indoles with Nitroalkenes by Using a Simple Thiourea Organocatalyst
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Tandem Catalytic Asymmetric Friedel–Crafts/Henry Reaction: Control of Three Contiguous Acyclic Stereocenters
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Catalytic Functionalization of Indoles in a New Dimension
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Catalytic Asymmetric exo′‐Selective [3+2] Cycloaddition of Iminoesters with Nitroalkenes
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Tandem Catalytic Asymmetric Friedel–Crafts/Henry Reaction: Control of Three Contiguous Acyclic Stereocenters
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A Library of Chiral Imidazoline–Aminophenol Ligands: Discovery of an Efficient Reaction Sphere
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The complete assignment of the 13C and 1H NMR spectra of jadiffine
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Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia
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Rapid and efficient reduction of aliphatic nitro compounds to amines
inferredcites →https://doi.org/10.1021/cr00038a004openalex-snapshot
The Pictet-Spengler condensation: a new direction for an old reaction
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Asymmetric .alpha.-amination of ketone enolates by chiral .alpha.-chloro-.alpha.-nitroso reagents: a new approach to optically pure erythro-.beta.-amino alcohols
inferredcites →https://doi.org/10.1021/ja054109oopenalex-snapshot
Highly Enantioselective Synthesis of Tetrahydro-β-Carbolines and Tetrahydro-γ-Carbolines Via Pd-Catalyzed Intramolecular Allylic Alkylation
inferredcites →https://doi.org/10.1021/ja0701560openalex-snapshot
syn -Selective Catalytic Asymmetric Nitro-Mannich Reactions Using a Heterobimetallic Cu−Sm−Schiff Base Complex
inferredcites →https://doi.org/10.1021/jm00165a028openalex-snapshot
Structural requirements for agonist actions at the benzodiazepine receptor: studies with analogs of 6-(benzyloxy)-4-(methoxymethyl)-.beta.-carboline-3-carboxylic acid ethyl ester
inferredcites →https://doi.org/10.1021/jo034466mopenalex-snapshot
New Versatile Route to the Synthesis of Tetrahydro-β-carbolines and Tetrahydro-pyrano[3,4-b]indoles via an Intramolecular Michael Addition Catalyzed by InBr3
inferredcites →https://doi.org/10.1021/jo990316topenalex-snapshot
4-Trifloxy-9-SEM-β-Carboline: Preparation and Synthetic Utility
inferredcites →https://doi.org/10.1021/ol0271279openalex-snapshot
Potassium Superoxide as an Alternative Reagent for Winterfeldt Oxidation of β-Carbolines
inferredcites →https://doi.org/10.1021/ol100094sopenalex-snapshot
Direct and Selective Functionalization of a Tetrahydro-β-carboline at Position 4
inferredcites →https://doi.org/10.1039/b505220copenalex-snapshot
Enantioselective Friedel–Crafts type addition of indoles to nitro-olefins using a chiral hydrogen-bonding catalyst – synthesis of optically active tetrahydro-β-carbolines
inferredcites →https://doi.org/10.1039/b904275jopenalex-snapshot
Asymmetric Friedel–Crafts reaction of N-heterocycles and nitroalkenes catalyzed by imidazoline–aminophenol–Cu complex
inferredcites →https://doi.org/10.5860/choice.37-0939openalex-snapshot
Comprehensive natural products chemistry

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Enantioselective Friedel-Crafts Alkylation of 1,3,5-Trimethoxybenzene with Trans-Β-Nitrostyrenes Catalysed by [Cp*Rh{(R)-Prophos}(H2o)][Sbf6]2 (Prophos = Propane-1,2-Diyl-Bis(Diphenylphosphane)
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Recent Developments in Enantioselective Metal‐Catalyzed Domino Reactions
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Double Gold‐Catalysed Annulation of Indoles by Enynones
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Recent Advances on the Synthesis and Application of Tetrahydro‐β‐Carbolines
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Diastereodivergent Henry Reaction for the Stereoselective Construction of Nitrogen‐Containing Tetrasubstituted Carbons: Application to Total Synthesis of Manzacidins A and C
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Asymmetric Organocatalytic Michael/Henry Domino Reactions through Hydrogen‐Bond Activation: Kinetic Access to Indane Scaffolds Bearing cis‐Vicinal Substituents
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Temperature Dual Enantioselective Control in a Rhodium‐Catalyzed Michael‐Type Friedel–Crafts Reaction: A Mechanistic Explanation
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ChemInform Abstract: Easy Access to Fully Functionalized Chiral Tetrahydro‐β‐carboline Alkaloids.
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Ethylenediamine: A Highly Effective Catalyst for One‐Pot Synthesis of Aryl Nitroalkenes via Henry Reaction and Dehydration
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Chiral Imidazoline Ligands and Their Applications in Metal‐Catalyzed Asymmetric Synthesis†
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Conjugate Addition of Indoles and Pyrroles to Dihydronitronaphthalenes in Water: Synthesis of 3,4‐Fused Tetrahydro‐β‐carbolines
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Synthesis of ( S )‐ and ( R )‐Harmicine from Proline: An Approach Toward Tetrahydro‐β‐carbolines
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Application of β ‐Nitrostyrene in Multicomponent Reactions for the Synthesis of Pyrrole Derivatives
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Five-Membered Ring Systems
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Prroles and Their Benzo Derivatives: Reactivity
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Five-membered ring systems: pyrroles and benzo analogs
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The Pictet–Spengler Reaction: A Powerful Strategy for the Synthesis of Heterocycles
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Enantioselective Friedel-Crafts alkylation of 1,3,5-trimethoxybenzene with trans-β-nitrostyrenes catalysed by [Cp*Rh{(R)-Prophos}(H2O)][SbF6]2 (Prophos = propane-1,2-diyl-bis(diphenylphosphane)
inferred← citeshttps://doi.org/10.1016/j.tet.2013.11.084openalex-snapshot
Gold(I)-catalyzed rearrangement of alkynylaziridine indoles for the synthesis of spiro-tetrahydro-β-carbolines
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Alkylation of indoles by aziridinium ions: new rapid access to tetrahydro-β-carbolines (THBCs)
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Synthesis of obscuraminol A using an organocatalyzed enantioselective Henry reaction
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An overview on synthetic entries to tetrahydro-β-carbolines
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Total Synthesis of (+)-Tabertinggine
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An Al(OTf)3-catalyzed environmentally benign process for the propargylation of indoles
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Al(OTf)3-catalyzed SN2′ substitution of the β-hydroxy group in Morita–Baylis–Hillman adducts with indoles
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A short access to 3,5-disubstituted piperazinones based on the aza-Michael addition of α-amino esters to β-substituted nitroalkenes
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Beyond traditional Pictet–Spengler cyclization: aromatic amines as emerging cyclization partners
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Iridium-Catalyzed Direct Synthesis of Tryptamine Derivatives from Indoles: Exploiting N-Protected β-Amino Alcohols as Alkylating Agents
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One-Pot Transannulation of N-Sulfonyl-1,2,3-triazoles to Dihydro-β-carbolines and Dihydroisoquinolines via Rhodium-Catalyzed C–H Insertion-cum-Base-Mediated Aza-Michael Reaction
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Catalytic Enantioselective Alkylation of Indoles with trans -4-Methylthio-β-Nitrostyrene
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Indoles in Multicomponent Processes (MCPs)
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Synthetic Approaches to 3-(2-Nitroalkyl) Indoles and Their Use to Access Tryptamines and Related Bioactive Compounds
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Catalytic Asymmetric Friedel–Crafts/Protonation of Nitroalkenes and N-Heteroaromatics
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Cascade Intermolecular Michael Addition–Intramolecular Azide/Internal Alkyne 1,3-Dipolar Cycloaddition Reaction in One Pot
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Facile Synthesis of Fully Substituted Dihydro-β-carbolines via Brønsted Acid Promoted Cascade Reactions of α-Indolyl Propargylic Alcohols with Nitrones
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Metal–Nitroalkene and aci -Nitro Intermediates in Catalytic Enantioselective Friedel–Crafts Reactions of Indoles with trans -β-Nitrostyrenes
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Asymmetric Domino Reactions Based on the Use of Chiral Metal Catalysts
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Construction of tetrahydro-β-carboline skeletons via Brønsted acid activation of imide carbonyl group: syntheses of indole alkaloids (±)-harmicine and (±)-10-desbromoarborescidine-A
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Brønsted acid-promoted synthesis of common heterocycles and related bio-active and functional molecules
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Rhodium( ii )-catalyzed intramolecular annulation of 1-sulfonyl-1,2,3-triazoles with indoles: facile synthesis of functionalized tetrahydro-β-carbolines
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Highly diastereoselective crystallization-induced asymmetric transformation of 1,3-disubstituted-tetrahydro-β-carbolines in water
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Synthetic pathways to create asymmetric center at C1 position of 1-substituted-tetrahydro-β-carbolines – a review
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Enantioselective Diels–Alder Reaction of 3-Nitrocoumarins Promoted by Chiral Organoammonium Salt Catalysts
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Anti-cancer Effects of MW-03, a Novel Indole Compound, by Inducing 15-Hydroxyprostaglandin Dehydrogenase and Cellular Growth Inhibition in the LS174T Human Colon Cancer Cell Line
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The Chiral Pool in the Pictet–Spengler Reaction for the Synthesis of β-Carbolines
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The Pictet-Spengler Reaction Updates Its Habits
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