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Design of an Organocatalytic Asymmetric (4 + 3) Cycloaddition of 2-Indolylalcohols with Dienolsilanes

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Catalytic Enantioselective Diels-Alder Reactions: Methods, Mechanistic Fundamentals, Pathways, and Applications
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Methods and Applications of Cycloaddition Reactions in Organic Syntheses
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Asymmetric Counteranion‐Directed Catalysis: Concept, Definition, and Applications
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Catalytic Asymmetric Three‐Component Synthesis of Homoallylic Amines
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Asymmetric Disulfonimide‐Catalyzed Synthesis of δ‐Amino‐β‐Ketoester Derivatives by Vinylogous Mukaiyama–Mannich Reactions
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Concerted Ring Opening and Cycloaddition of Chiral Epoxy Enolsilanes with Dienes
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Chiral Allenes via Alkynylogous Mukaiyama Aldol Reaction
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Extremely Active Organocatalysts Enable a Highly Enantioselective Addition of Allyltrimethylsilane to Aldehydes
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Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen‐Bonding/Ion‐Pairing Interactions
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The Catalytic Asymmetric Mukaiyama–Michael Reaction of Silyl Ketene Acetals with α,β‐Unsaturated Methyl Esters
inferredcites →https://doi.org/10.1002/anie.201807069openalex-snapshot
Highly Diastereo‐ and Enantioselective Synthesis of Cyclohepta[ b ]indoles by Chiral‐Phosphoric‐Acid‐Catalyzed (4+3) Cycloaddition
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IDPi Catalysis
inferredcites →https://doi.org/10.1002/anie.201901955openalex-snapshot
Catalytic Asymmetric (4+3) Cyclizations of In Situ Generated ortho‐Quinone Methides with 2‐Indolylmethanols
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Cycloaddition Reactions in Organic Synthesis
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Modern Applications of Cycloaddition Chemistry
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Asymmetric organocatalytic cycloadditions
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Synthesis of β-heteroaryl propionates via trapping of carbocations with π-nucleophiles
inferredcites →https://doi.org/10.1016/s0040-4020(01)89501-6openalex-snapshot
Structure elucidation of some products obtained by acid-catalyzed condensation of indole with acetone
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Reactions of δ-carbon radicals generated by 1,5-hydrogen transfer to alkoxyl radicals
inferredcites →https://doi.org/10.1021/acs.accounts.6b00265openalex-snapshot
Cyclohepta[b]indoles: A Privileged Structure Motif in Natural Products and Drug Design
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Organocatalytic Asymmetric Synthesis of Indole-Based Chiral Heterocycles: Strategies, Reactions, and Outreach
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Development and Applications of Disulfonimides in Enantioselective Organocatalysis
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Brønsted Acid Catalyzed [3 + 2]-Cycloaddition of Cyclic Enamides with in Situ Generated 2-Methide-2H-indoles: Enantioselective Synthesis of Indolo[1,2-a]indoles
inferredcites →https://doi.org/10.1021/acs.orglett.7b01868openalex-snapshot
An Asymmetric, Catalytic (4 + 3) Cycloaddition Reaction of Cyclopentenyl Oxyallylic Cations
inferredcites →https://doi.org/10.1021/cr00013a013openalex-snapshot
Catalytic asymmetric Diels Alder reactions
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Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
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Recent Advances of Catalytic Asymmetric 1,3-Dipolar Cycloadditions
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Asymmetric Organocatalysis of 4 + 3 Cycloaddition Reactions
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Chiral Lewis Acid-Catalyzed Highly Enantioselective [4 + 3] Cycloaddition Reactions of Nitrogen-Stabilized Oxyallyl Cations Derived from Allenamides
inferredcites →https://doi.org/10.1021/ja4070206openalex-snapshot
Synthesis of (±)-Actinophyllic Acid and Analogs: Applications of Cascade Reactions and Diverted Total Synthesis
inferredcites →https://doi.org/10.1021/ja408747mopenalex-snapshot
Disulfonimide-Catalyzed Asymmetric Synthesis of β3-Amino Esters Directly from N-Boc-Amino Sulfones
inferredcites →https://doi.org/10.1021/jacs.0c06677openalex-snapshot
The Silicon–Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes
inferredcites →https://doi.org/10.1021/jacs.1c00249openalex-snapshot
Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids
inferredcites →https://doi.org/10.1021/jacs.1c05762openalex-snapshot
Total Synthesis of the Chlorinated Pentacyclic Indole Alkaloid (+)-Ambiguine G
inferredcites →https://doi.org/10.1021/jacs.1c07447openalex-snapshot
Confinement-Controlled, Either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes
inferredcites →https://doi.org/10.1021/jacs.6b11993openalex-snapshot
Asymmetric Catalysis via Cyclic, Aliphatic Oxocarbenium Ions
inferredcites →https://doi.org/10.1021/jacs.8b07092openalex-snapshot
Scalable and Highly Diastereo- and Enantioselective Catalytic Diels–Alder Reaction of α,β-Unsaturated Methyl Esters
inferredcites →https://doi.org/10.1021/jacs.9b01739openalex-snapshot
Total Synthesis of (−)-Ambiguine P
inferredcites →https://doi.org/10.1021/ol0001463openalex-snapshot
Catalyzed Asymmetric Diels−Alder Reaction of Benzoquinone. Total Synthesis of (−)-Ibogamine
inferredcites →https://doi.org/10.1038/ncomms12478openalex-snapshot
Asymmetric counteranion-directed Lewis acid organocatalysis for the scalable cyanosilylation of aldehydes
inferredcites →https://doi.org/10.1038/s41557-018-0065-0openalex-snapshot
Approaching sub-ppm-level asymmetric organocatalysis of a highly challenging and scalable carbon–carbon bond forming reaction
inferredcites →https://doi.org/10.1038/s41929-021-00714-xopenalex-snapshot
Harnessing the ambiphilicity of silyl nitronates in a catalytic asymmetric approach to aliphatic β3-amino acids
inferredcites →https://doi.org/10.1039/c0sc00280aopenalex-snapshot
Stereoselectivity in oxyallyl–furan (4 + 3) cycloadditions: control of intermediate conformations and dispersive stabilisation in cycloadditions involving oxazolidinone auxiliaries
inferredcites →https://doi.org/10.1055/s-0035-1561322openalex-snapshot
Aminocatalytic Enantioselective Cycloadditions
inferredcites →https://doi.org/10.1055/s-0039-1690875openalex-snapshot
Recent Advances in Transition-Metal-Catalyzed (4+3)-Cycloadditions
inferredcites →https://doi.org/10.1126/science.aae0010openalex-snapshot
Asymmetric Lewis acid organocatalysis of the Diels–Alder reaction by a silylated C–H acid
inferredcites →https://doi.org/10.1126/science.aao5894openalex-snapshot
Lewis acid enhancement by hydrogen-bond donors for asymmetric catalysis
inferredcites →https://doi.org/10.1126/science.aau0817openalex-snapshot
Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates

What points at this work

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

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inferred← citeshttps://doi.org/10.1002/0471264180.or115.01openalex-snapshot
(4+3) Cycloadditions of Allylic and Related Cations
inferred← citeshttps://doi.org/10.1002/adsc.202301188openalex-snapshot
Mechanistic Insights on the Enantioselective (4+3) Cycloaddition Between Oxyallylcations and Furans Catalyzed by BINOL‐Based Phosphoramides
inferred← citeshttps://doi.org/10.1002/adsc.70366openalex-snapshot
Enantioselective Synthesis of Triarylmethanes Containing Three Different Aryl/Heteroaryl Moieties by Chiral Phosphoric Acids Catalyzed Friedel−Crafts Reactions
inferred← citeshttps://doi.org/10.1002/ange.202410581openalex-snapshot
Synthesis of Alkene Atropisomers with Multiple Stereogenic Elements via Catalytic Asymmetric Rearrangement of 3‐Indolylmethanols
inferred← citeshttps://doi.org/10.1002/ange.202507804openalex-snapshot
Organocatalytic Asymmetric Cycloaddition for the Construction of Chiral Indole‐Fused Medium‐ and Large‐Sized Rings
inferred← citeshttps://doi.org/10.1002/ange.202515017openalex-snapshot
Dynamic Kinetic Resolution Approach to Chiral Sulfur‐Containing Aza‐[5]helicenes via Chiral Lewis Base Catalyzed C─H Sulfenylation
inferred← citeshttps://doi.org/10.1002/anie.202410581openalex-snapshot
Synthesis of Alkene Atropisomers with Multiple Stereogenic Elements via Catalytic Asymmetric Rearrangement of 3‐Indolylmethanols
inferred← citeshttps://doi.org/10.1002/anie.202507804openalex-snapshot
Organocatalytic Asymmetric Cycloaddition for the Construction of Chiral Indole‐Fused Medium‐ and Large‐Sized Rings
inferred← citeshttps://doi.org/10.1002/anie.202515017openalex-snapshot
Dynamic Kinetic Resolution Approach to Chiral Sulfur‐Containing Aza‐[5]helicenes via Chiral Lewis Base Catalyzed C─H Sulfenylation
inferred← citeshttps://doi.org/10.1002/asia.70781openalex-snapshot
Organocatalyzed Asymmetric Synthesis of Indole‐Fused Polycycles
inferred← citeshttps://doi.org/10.1002/chem.202503466openalex-snapshot
Brønsted Acid‐Catalyzed Regioselective (4+2) Cyclization of 2,3‐Indolyldimethanols With 3‐Vinylindoles for Synthesis of Bisindole‐Fused Six‐Membered Rings
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Design and Application of m‐Hydroxybenzyl Alcohols in Regioselective (3 + 3) Cycloadditions of 2‐Indolymethanols †
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Imidodiphosphorimidates ( IDPis ): Catalyst Motifs with Unprecedented Reactivity and Selectivity
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Asymmetric Catalytic Dual‐Site Functionalization of Allyl Bromides: Construction of Diverse Heterocyclic Frameworks
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Progress in organocatalytic asymmetric (4+3) cycloadditions for the enantioselective construction of seven-membered rings
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Catalytic asymmetric (3 + 3) cycloaddition between different 2-indolylmethanols
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Condition-controlled catalytic asymmetric chemodivergent reaction of benzofuran-derived azadienes with 2-indolylmethanols
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Palladium-catalyzed asymmetric [4+3] cycloaddition of cycloamidines with trimethylenemethanes to access chiral bridged [3.2.2] bicycles
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Seven-membered rings
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Controlled generation of ortho-quinone methides and (4+3) cyclization with 2-indolylalcohols by dual photoredox/Brønsted acid relay catalysis
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(4+3)-Cycloadditions
inferred← citeshttps://doi.org/10.1021/acs.joc.3c02282openalex-snapshot
Chalcogen- and Halogen-Bond-Donating Cyanoborohydrides Provide Imine Hydrogenation
inferred← citeshttps://doi.org/10.1021/acs.joc.4c01080openalex-snapshot
Cooperative Catalysis-Enabled (4 + 3) Cycloaddition of 2-Indolylmethanols with In Situ-Generated ortho-Naphthoquinone Methides
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One-Step Synthesis of a Degradable Thermoplastic Elastomer with Gradient Sequence via Chiral Brønsted Acid-Mediated Cationic Copolymerization of Vinyl Ether Monomer Mixtures
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Enantioselective [6 + 2]-Cycloaddition of Transient 3-Methide-3H-pyrroles with 2-Vinylindoles under Chiral Brønsted Acid Catalysis
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Catalyst-Controlled Divergent Reactions of 2,3-Disubstituted Indoles with Propargylic Alcohols: Synthesis of 3H-Benzo[b]azepines and Axially Chiral Tetrasubstituted Allenes
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Dearomative (4 + 3) Cycloaddition Reactions of 3-Alkenylindoles and 3-Alkenylpyrroles to Afford Cyclohepta[b]indoles and Cyclohepta[b]pyrroles
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Synthesis of Cyclohepta[b]indoles and Furo[3,4-b]carbazoles from Indoles, Tertiary Propargylic Alcohols, and Activated Alkynes
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HFIP-Promoted Divergent Cycloadditions of Difluoroenoxysilanes with 2-Indolylmethanols: Synthesis of Fluoro 2H-Pyrano[3,4-b]indoles and gem-Difluoro Cyclopenta[b]indoles
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Stereoselective (3 + 3)-Cycloannulation of Carbonyl Ylides and ( Z )-3-Benzylidene-3 H -indoles Enabled by Cooperative Rh/Chiral Phosphoric Acid Catalysis
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Enantioselective Synthesis of Spiro-bis-N-heterocyclic Lactams via Formal (3+2) Cycloaddition of 3-Methylene Isoindolinones with C3-Substituted 2-Indolylmethanols
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Chiral Phosphoric-Acid-Catalyzed Asymmetric Dearomatization [4 + 3] Annulation for de Novo Construction of Cyclohepta[ de ]naphthalenones
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Divergent and Enantioselective Synthesis of Three Types of Chiral Polycyclic N-Heterocycles via Copper-Catalyzed Dearomative Cyclization
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Organocatalytic DYKAT of Si-Stereogenic Silanes
inferred← citeshttps://doi.org/10.1021/jacs.3c01404openalex-snapshot
A Catalytic Asymmetric Hydrolactonization
inferred← citeshttps://doi.org/10.1021/jacs.4c13899openalex-snapshot
Peroxycarbenium-Mediated Asymmetric Synthesis of 1,2-Dioxanes and 1,2-Dioxolanes
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Asymmetric Catalytic [3 + 3] Annulations of Unmodified Morita-Baylis–Hillman Alcohols to Construct Diverse Heterobicyclic [4.3.0] Skeletons
inferred← citeshttps://doi.org/10.1021/jacsau.6c00662openalex-snapshot
Catalytic Asymmetric Dearomative Cyclizations of Indolyldimethanols via Umpolung Strategy
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Enantioselective organocatalytic cycloadditions for the synthesis of medium-sized rings
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Halonium, chalconium, and pnictonium salts as noncovalent organocatalysts: a computational study on relative catalytic activity
inferred← citeshttps://doi.org/10.1039/d3sc01637dopenalex-snapshot
Computational molecular refinement to enhance enantioselectivity by reinforcing hydrogen bonding interactions in major reaction pathway
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Dimerization of confined Brønsted acids in enantioselective organocatalytic reactions
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Chemodivergence in Pd-catalyzed desymmetrization of allenes: enantioselective [4+3] cycloaddition, desymmetric allenylic substitution and enynylation
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Organocatalytic enantioselective (4+3) cyclization for the synthesis of spiro-fused heterocyclic compounds containing isoindolinone, oxepine and indole moieties
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Chemodivergent (4 + 3) cycloadditions of 2-indolylmethanols with 1,3,5-triazinanes: access to polycyclic indoles
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Catalytic asymmetric formal (2 + 3) cycloaddition involving methyl-substituted 2-indolylmethanols
inferred← citeshttps://doi.org/10.1039/d5cc06044copenalex-snapshot
Catalytic asymmetric reactions of indolylmethanols for the synthesis of chiral indole derivatives
inferred← citeshttps://doi.org/10.1039/d5cc06979copenalex-snapshot
Cobalt-catalysed (4+3)-annulation of oxiranes with 4-vinyl indoles: stereospecific access to fused oxepinoindoles
inferred← citeshttps://doi.org/10.1039/d5ob00532aopenalex-snapshot
Organocatalytic asymmetric synthesis of axially and centrally chiral heterotriarylmethanes by a Friedel–Crafts reaction
inferred← citeshttps://doi.org/10.1039/d6ob00275gopenalex-snapshot
Recent developments in asymmetric synthesis of cyclohepta[ b ]indole derivatives
inferred← citeshttps://doi.org/10.1126/science.adj7007openalex-snapshot
Taming secondary benzylic cations in catalytic asymmetric S N 1 reactions
inferred← citeshttps://doi.org/10.1134/s1070363224110124openalex-snapshot
Re-Evaluating Chalcogen Bonding Trends: Catalytic Performance of Chaclonium(IV) Salts in the Povarov [4+2] Cycloaddition Reaction
inferred← citeshttps://doi.org/10.1134/s1070363224140135openalex-snapshot
Computational Study on the Route of Cooperative Organocatalysis Utilizing Thiourea and Halogen Bond Donor Mixture
inferred← citeshttps://doi.org/10.20517/cs.2022.14openalex-snapshot
A breakthrough in 2-indolylmethanol-involved organocatalytic asymmetric reactions
inferred← citeshttps://doi.org/10.26434/chemrxiv-2023-pzbr6openalex-snapshot
Cooperative Catalysis Involving Hydrogen and Halogen Bond Donors: A Computational Study on the Thiourea–Iodonium System
inferred← citeshttps://doi.org/10.26434/chemrxiv-2024-x0b65openalex-snapshot
Peroxy-Carbenium Mediated Asymmetric Synthesis of 1,2-Dioxanes and 1,2-Dioxolanes
inferred← citeshttps://doi.org/10.3390/catal12121516openalex-snapshot
Synthesis of Polysubstituted 1,2-Dihydro-3H-pyrrolo[1,2-a]indol-3-ones through Domino Palladium-Catalyzed Reactions of Indol-2-ylmethyl Acetates with 1,3-Dicarbonyl Derivatives
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