Recent Developments in the Synthesis of Chiral Compounds with Quaternary Centers by Organocatalytic Cascade Reactions

No abstract is available for this paper.

• Publication year

  2016

• Venue

  Asian Journal of Organic Chemistry

• Publication date

  2016-05-01

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1002/AJOC.201500486
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Strategien für die Synthese von Naturstoffen mit benachbarten stereogenen quartären Kohlenstoffatomen

  2016cited by this paper
• Pot economy and one-pot synthesis

  2016cited by this paper
• Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms.

  2016cited by this paper
• Hydrogen-Bonding Network Promoted [3+2] Cycloaddition: Asymmetric Catalytic Construction of Spiro-pseudoindoxyl Derivatives.

  2016cited by this paper
• Organocatalytic Asymmetric Tandem Nazarov Cyclization/Semipinacol Rearrangement: Rapid Construction of Chiral Spiro[4.4]nonane-1,6-diones.

  2015cited by this paper
• Organocatalytic enantioselective 1,3-dipolar cycloadditions between Seyferth-Gilbert reagent and isatylidene malononitriles: synthesis of chiral spiro-phosphonylpyrazoline-oxindoles.

  2015cited by this paper
• Catalytic asymmetric dearomatizing redox cross coupling of ketones with aryl hydrazines giving 1,4-diketones.

  2015cited by this paper
• Asymmetric catalytic cascade reactions for constructing diverse scaffolds and complex molecules.

  2015cited by this paper
• Phosphine-catalyzed asymmetric [4+1] annulation of activated α,β-unsaturated ketones with Morita-Baylis-Hillman carbonates: enantioselective synthesis of spirooxindoles containing two adjacent quaternary stereocenters.

  2014cited by this paper
• Hydrogen-bonding in aminocatalysis: from proline and beyond.

  2014cited by this paper
• Organocatalytic asymmetric formation of steroids.

  2014cited by this paper
• Asymmetric synthesis of 3,3'-spirooxindoles fused with cyclobutanes through organocatalytic formal [2 + 2] cycloadditions under H-bond-directing dienamine activation.

  2014cited by this paper
• Highly enantioselective [3+2] coupling of indoles with quinone monoimines promoted by a chiral phosphoric acid.

  2014cited by this paper
• Construction of bicyclo[3.2.1]octanes with four stereogenic centers by organocatalytic domino Michael/Aldol reaction.

  2014cited by this paper
• Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons

  2014cited by this paper
• Catalytic C-C bond-forming multi-component cascade or domino reactions: pushing the boundaries of complexity in asymmetric organocatalysis.

  2014cited by this paper
• Hydrogen-bond-directed formal [5 + 1] annulations of oxindoles with ester-linked bisenones: facile access to chiral spirooxindole δ-lactones.

  2014cited by this paper
• Catalytic asymmetric Tamura cycloadditions.

  2014cited by this paper
• Organocatalytic asymmetric Michael-Michael cascade for the construction of highly functionalized N-fused piperidinoindoline derivatives.

  2014cited by this paper
• An organocatalytic Michael-Michael cascade for the enantioselective construction of spirocyclopentane bioxindoles: control of four contiguous stereocenters.

  2014cited by this paper
• An efficient strategy for the synthesis of polysubstituted chromeno[4,3-b]pyrrolidine derivatives.

  2014cited by this paper
• Streocontrolled construction of six vicinal stereogenic centers on spiropyrazolones via organocascade Michael/Michael/1,2-addition reactions.

  2014cited by this paper
• Enantioselective construction of spirooxindole derivatives through [3+2] annulation catalyzed by a bisthiourea as a multiple-hydrogen-bond donor.

  2013cited by this paper
• Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement.

  2013cited by this paper
• Stereocontrolled domino reactions.

  2013cited by this paper
• Organocatalytic asymmetric multicomponent cascade reaction via 1,3-proton shift and [3+2] cycloaddition: an efficient strategy for the synthesis of oxindole derivatives.

  2013cited by this paper
• Controlling the molecular topology of vinylogous iminium ions by logical substrate design: highly regio- and stereoselective aminocatalytic 1,6-addition to linear 2,4-dienals.

  2013cited by this paper
• Catalytic Cascade Reactions: Xu/Catalytic Cascade Reactions

  2013cited by this paper
• Enantioselective organocatalytic multicomponent synthesis of 2,6-diazabicyclo[2.2.2]octanones.

  2013cited by this paper
• Asymmetric ion-pairing catalysis.

  2013cited by this paper
• Organocatalytic cascade sulfa-Michael/aldol reaction of β,β-disubstituted enones: enantioselective synthesis of tetrahydrothiophenes with a trifluoromethylated quaternary center.

  2013cited by this paper
• Asymmetric domino synthesis of indanes bearing four contiguous stereocentres catalyzed by sub-mol% loadings of a squaramide in minutes †

  2013cited by this paper
• Enantioselective total synthesis of (-)-minovincine in nine chemical steps: an approach to ketone activation in cascade catalysis.

  2013cited by this paper
• Control of remote stereochemistry in the synthesis of spirocyclic oxindoles: vinylogous organocascade catalysis.

  2013cited by this paper
• Aminocatalytic remote functionalization strategies

  2013cited by this paper
• Cross-trienamines in Asymmetric Organocatalysis

  2012cited by this paper
• Assembly of spirooxindole derivatives via organocatalytic iminium-enamine cascade reactions.

  2012cited by this paper
• Cinchona-based primary amine catalysis in the asymmetric functionalization of carbonyl compounds.

  2012cited by this paper
• An organocatalytic cascade strategy for the enantioselective construction of spirocyclopentane bioxindoles containing three contiguous stereocenters and two spiro quaternary centers.

  2012cited by this paper
• Aminocatalytic enantioselective 1,6 additions of alkyl thiols to cyclic dienones: vinylogous iminium ion activation.

  2012cited by this paper
• Enantioselective H-bond-directing approach for trienamine-mediated reactions in asymmetric synthesis.

  2012cited by this paper
• The progression of chiral anions from concepts to applications in asymmetric catalysis.

  2012cited by this paper
• Enantioselective construction of pyrroloindolines catalyzed by chiral phosphoric acids: total synthesis of (-)-debromoflustramine B.

  2012cited by this paper
• Enantioselective organocatalyzed cascade reactions to highly functionalized spirotetracyclic indolenines and oxindoles.

  2012cited by this paper
• Asymmetric Diels–Alder reaction of β,β-disubstituted enals and chromone-fused dienes: construction of collections with high molecular complexity and skeletal diversity

  2012cited by this paper
• Assembly of spirooxindole derivatives containing four consecutive stereocenters via organocatalytic Michael-Henry cascade reactions.

  2012cited by this paper
• Katalyse mit primären Cinchona‐Aminen zur asymmetrischen Funktionalisierung von Carbonylverbindungen

  2012cited by this paper
• Aufbau von asymmetrischen quartären Kohlenstoffzentren mit hoher Enantioselektivität

  2011cited by this paper
• Enantioselective Michael/Mannich polycyclization cascade of indolyl enones catalyzed by quinine-derived primary amines.

  2011cited by this paper
• Diastereo- and Enantioselective Synthesis of a Novel Tetracyclic Ring System via an Organocatalytic One-Pot Reaction

  2011cited by this paper
• Construction of bispirooxindoles containing three quaternary stereocentres in a cascade using a single multifunctional organocatalyst.

  2011cited by this paper
• Construction of asymmetric quaternary carbon centers with high enantioselectivity.

  2011cited by this paper
• Highly enantioselective [3+2] annulation of Morita-Baylis-Hillman adducts mediated by L-threonine-derived phosphines: synthesis of 3-spirocyclopentene-2-oxindoles having two contiguous quaternary centers.

  2011cited by this paper
• Enantioselective synthesis of all-carbon quaternary stereogenic centers in acyclic systems.

  2011cited by this paper
• Dual catalysis in enantioselective oxidopyrylium-based [5 + 2] cycloadditions.

  2011cited by this paper
• Highly efficient hydrogen-bonding catalysis of the Diels-Alder reaction of 3-vinylindoles and methyleneindolinones provides carbazolespirooxindole skeletons.

  2011cited by this paper
• Trienamines in asymmetric organocatalysis: Diels-Alder and tandem reactions.

  2011cited by this paper
• Asymmetric catalysis of Diels-Alder reactions with in situ generated heterocyclic ortho-quinodimethanes.

  2011cited by this paper
• Collective synthesis of natural products by means of organocascade catalysis

  2011cited by this paper
• Chiral counteranion synergistic organocatalysis under high temperature: efficient construction of optically pure spiro[cyclohexanone-oxindole] backbone.

  2011cited by this paper
• Enantioselective acylation of silyl ketene acetals through fluoride anion-binding catalysis.

  2011cited by this paper
• Asymmetric quadruple aminocatalytic domino reactions to fused carbocycles incorporating a spirooxindole motif.

  2010cited by this paper
• Direct asymmetric vinylogous Michael addition of cyclic enones to nitroalkenes via dienamine catalysis

  2010cited by this paper
• Metal-catalyzed asymmetric conjugate addition reaction: formation of quaternary stereocenters.

  2010cited by this paper
• Enantioselective polyene cyclization via organo-SOMO catalysis.

  2010cited by this paper
• Organocatalytic tandem reaction to construct six-membered spirocyclic oxindoles with multiple chiral centres through a formal [2+2+2] annulation.

  2010cited by this paper
• Organocatalytic asymmetric formal [4 + 2] cycloaddition for the synthesis of spiro[4-cyclohexanone-1,3'-oxindoline] derivatives in high optical purity.

  2010cited by this paper
• Facile domino access to chiral bicyclo[3.2.1]octanes and discovery of a new catalytic activation mode.

  2010cited by this paper
• Enantioselective thiourea-catalyzed cationic polycyclizations.

  2010cited by this paper
• Highly enantioselective construction of spiro[4H-pyran-3,3'-oxindoles] through a domino Knoevenagel/Michael/cyclization sequence catalyzed by cupreine.

  2010cited by this paper
• (Thio)urea organocatalysis--what can be learnt from anion recognition?

  2009cited by this paper
• Nine-step enantioselective total synthesis of (+)-minfiensine.

  2009cited by this paper
• Targeting structural and stereochemical complexity by organocascade catalysis: construction of spirocyclic oxindoles having multiple stereocenters.

  2009cited by this paper
• Chiral anion-mediated asymmetric ion pairing chemistry.

  2009cited by this paper
• Chiral anion-mediated asymmetric ring opening of meso-aziridinium and episulfonium ions.

  2008cited by this paper
• Chiral squaramide derivatives are excellent hydrogen bond donor catalysts.

  2008cited by this paper
• Readily accessible 9-epi-amino cinchona alkaloid derivatives promote efficient, highly enantioselective additions of aldehydes and ketones to nitroolefins.

  2007cited by this paper
• Highly Asymmetric Michael Addition to α,β‐Unsaturated Ketones Catalyzed by 9‐Amino‐9‐deoxyepiquinine

  2007cited by this paper
• Asymmetrische organokatalytische Dominoreaktionen

  2007cited by this paper
• Asymmetric organocatalytic domino reactions.

  2007cited by this paper
• Fortschritte bei asymmetrischen Phasentransferkatalysen

  2007cited by this paper
• Recent advances in asymmetric phase-transfer catalysis.

  2007cited by this paper
• Enantioselective Organocatalysis Using SOMO Activation

  2007cited by this paper
• Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.

  2007cited by this paper
• Organocatalytic Asymmetric Friedel−Crafts Alkylation of Indoles with Simple α,β-Unsaturated Ketones

  2007cited by this paper
• Recent development and application of chiral phase-transfer catalysts.

  2007cited by this paper
• Cascade reactions in total synthesis.

  2006cited by this paper
• Kaskadenreaktionen in der Totalsynthese

  2006cited by this paper
• Dienamine catalysis: organocatalytic asymmetric gamma-amination of alpha,beta-unsaturated aldehydes.

  2006cited by this paper
• Asymmetric reduction of prochiral ketones with borane using chiral squaric amino alcohols derived from camphor as catalysts

  2005cited by this paper
• Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.

  2004cited by this paper
• Tandem catalysis: a taxonomy and illustrative review

  2004cited by this paper
• Enantioselective Mannich-type reaction catalyzed by a chiral Brønsted acid.

  2004cited by this paper
• Asymmetric phase-transfer catalysis utilizing chiral quaternary ammonium salts: asymmetric alkylation of glycine imines.

  2004cited by this paper
• Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts.

  2003cited by this paper
• Asymmetric Catalytic Mannich Reactions Catalyzed by Urea Derivatives: Enantioselective Synthesis of β-Aryl-β-Amino Acids

  2002cited by this paper
• Structure-based analysis and optimization of a highly enantioselective catalyst for the strecker reaction.

  2002cited by this paper
• New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels−Alder Reaction

  2000cited by this paper
• Proline-Catalyzed Direct Asymmetric Aldol Reactions

  2000cited by this paper
• A General Catalyst for the Asymmetric Strecker Reaction This work was supported by the NIH (GM-43214). A postdoctoral fellowship to M.S.S. (NIH), and a predoctoral fellowship to P.V. sponsored by Alfred Bader are gratefully acknowledged.

  2000cited by this paper

• Transition‐Metal Free Dialkylation to Construct All‐Carbon Quaternary Centers From Alkyl Chlorides and 1,3‐Dicarbonyl Compounds

  2025cites this paper
• Insights into Cu(I)-Catalyzed Decarboxylation of Propargylic Cyclic Carbonates with Amines: Origins of Regioselectivity and Enantioselectivity.

  2025cites this paper
• Enantioselective Synthesis of Spirocyclic Isoxazolones Using a Conia-Ene Type Reaction

  2025cites this paper
• Non‐Covalent Organocascade Catalysis: Michael–Mannich Synergy for Enantioselective Building of Aza‐Spirocycles

  2025cites this paper
• Stereodivergent Synthesis of Allylic All-Carbon Quaternary Centers by Bimetallic Iridium/Magnesium-Catalyzed Allylic Alkylation.

  2025cites this paper
• Enantioselective access to quaternary stereocenters of pyrrolidines via Rh-catalyzed intramolecular cyclization of 1,6-enynes.

  2025cites this paper
• Lewis Acid-Catalyzed Tandem Reaction Strategy for the Synthesis of Dihydrophenalene-Fused Lactones.

  2024cites this paper
• Asymmetric organocatalytic Morita−Baylis−Hillman reaction and asymmetric organocatalytic transformations of Morita−Baylis−Hillman adducts. An update

  2024cites this paper
• A Comprehensive Approach to C3a-Aryl-Substituted Hydroindole Alkaloids by Utilizing Enantioselective Gold Catalysis

  2024cites this paper
• Regio- and enantioselective synthesis of acyclic quaternary carbons via organocatalytic addition of organoborates to (Z)-Enediketones

  2024cites this paper
• The Importance of Organocatalysis (Asymmetric and Non‐Asymmetric) in Agrochemicals

  2023cites this paper
• Enantioselective Synthesis of Cyclobutane Derivatives via Cascade Asymmetric Allylic Etherification/[2 + 2] Photocycloaddition.

  2023cites this paper
• Access to Spirooxindole-Fused Cyclopentanes via a Stereoselective Organocascade Reaction Using Bifunctional Catalysis

  2023cites this paper
• Asymmetric Construction of All‐Carbon Quaternary Stereocenters via Organocatalytic α‐Hydroxymethylation of Malonic Diesters Using Aqueous Formaldehyde

  2022cites this paper
• Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization

  2022cites this paper
• Organocatalytic Dynamic Kinetic Resolution: An Update

  2022cites this paper
• Metal‐Free Reductive Aldol Reactions

  2021cites this paper
• Enantioselective Construction of Spirooxindole-Fused Cyclopentanes.

  2021cites this paper
• Methodologies for the synthesis of quaternary carbon centers via hydroalkylation of unactivated olefins: twenty years of advances

  2021cites this paper
• Enantiodivergent synthesis of tricyclic chromans: Remote nucleophilic groups switch selectivity in catalytic asymmetric cascade reactions of trifunctional substrates

  2021cites this paper
• Recent Developments in Enantioselective Organocatalytic Cascade Reactions for the Construction of Halogenated Ring Systems

  2021cites this paper
• Palladium/N,N'-Disulfonyl Bisimidazoline-Catalyzed Enantioselective Addition of Arylboronic Acids to Cyclic N-Sulfonyl Ketimines.

  2020cites this paper
• Opportunities for Tapping into Three-Dimensional Chemical Space Through a Quaternary Carbon.

  2020cites this paper
• Regio- and Enantioselective α,γ-Dialkylation of α,β-Unsaturated Aldehydes Through Cascade Organocatalysis

  2020cites this paper
• FeCl3-Promoted Annulation of 2-haloindoles: Switchable Synthesis of Spirooxindole-chromeno[2,3-b]indoles and Spirooxindole-chromeno[3,2-b]indoles.

  2020cites this paper
• An overview of spirooxindole as a promising scaffold for novel drug discovery

  2020cites this paper
• Biocatalytic Construction of Quaternary Centers by Aldol Addition of 3,3-Disubstituted 2-Oxoacid Derivatives to Aldehydes.

  2020cites this paper
• Catalytic enantioselective allene–anhydride approach to β,γ-unsaturated enones bearing an α-all-carbon-quarternary center†

  2020cites this paper
• Compartmentalization of Multiple Catalysts into Outer and Inner Shells of Hollow Mesoporous Nanospheres for Heterogeneous Multi-Catalyzed/Multi-Component Asymmetric Organocascade

  2019cites this paper
• Unusual Formation of Cyclopenta[ b]indoles from 3-Indolylmethanols and Alkynes.

  2019cites this paper
• Amino Amide Organocatalysts for Asymmetric Michael Addition of β-Keto Esters with β-Nitroolefins

  2019cites this paper
• Asymmetric Michael addition of malonic diesters to acrylates by phase-transfer catalysis toward the construction of quaternary stereogenic α-carbons

  2019cites this paper
• Organocatalytic Asymmetric Mannich Reaction of Dihydro-3-carboalkoxy-2-quinolones with PreformedN-Boc Imines

  2019cites this paper
• Asymmetric Synthesis of Enantioenriched 2-Aryl-2,3-Dihydro-benzofuran via a Lewis Acid-Catalyzed Tandem Cyclopropanation/ Intramolecular Rearrangement.

  2019cites this paper
• Dinuclear zinc cooperative catalytic three-component reactions for highly enantioselective synthesis of 3,3'-dihydrofuran spirooxindoles.

  2019cites this paper
• Asymmetric Synthesis of Enantioenriched 2‐Aryl‐2,3‐Dihydrobenzofurans by a Lewis Acid Catalyzed Cyclopropanation/Intramolecular Rearrangement Sequence

  2019cites this paper
• Building Up Quaternary Stereocenters Through Biocatalyzed Direct Insertion of Carbon Nucleophiles on Ketones

  2019cites this paper
• Desymmetrization of 2-Cyano-N -tosylbenzylidenimine with Thiols and Organocatalytic Heterocyclization by Dynamic Resolution: Mechanism Investigation

  2019cites this paper
• Catalytic enantioselective synthesis of carboxy-substituted 2-isoxazolines by cascade oxa-Michael-cyclization.

  2018cites this paper
• Stereoselective Synthesis of Tetrahydroquinolines via Asymmetric Domino Reaction Catalyzed by a Recyclable Ionic-Liquid-Supported Bifunctional Tertiary Amine

  2018cites this paper
• Total syntheses of melinonine-E and strychnoxanthine: Evolution of the synthetic strategy enabled by novel method development

  2018cites this paper
• Selected Procedure-Economical Enantioselective Total Syntheses of Natural Products

  2018cites this paper
• Recent progress in organocatalytic asymmetric domino transformations

  2018cites this paper
• Organocatalytic asymmetric synthesis of highly substituted pyrrolidines bearing a stereogenic quaternary centre at the 3-position.

  2018cites this paper
• Enantioselective Synthesis of Tetrahydroquinolines from 2-Aminochalcones via a Consecutive One-Pot Reaction Catalyzed by Chiral Phosphoric Acid.

  2018cites this paper
• Total Synthesis of C30 Botryococcene and epi-Botryococcene by a Diastereoselective Ring Opening of Alkenylcyclopropanes.

  2018cites this paper
• Pd(ii), Ni(ii) and Co(ii)-catalyzed enantioselective additions of organoboron reagents to ketimines.

  2018cites this paper
• An organocatalytic asymmetric Mannich reaction for the synthesis of 3,3-disubstituted-3,4-dihydro-2-quinolones.

  2018cites this paper
• Transition-Metal-Catalyzed C-H Functionalization for Construction of Quaternary Carbon Centers.

  2018cites this paper
• Organocatalytic Asymmetric Synthesis of 3,3‐Disubstituted 3,4‐Dihydro‐2‐quinolones

  2017cites this paper
• Ring Rearrangement Metathesis in 7-Oxabicyclo[2.2.1]heptene (7-Oxanorbornene) Derivatives. Some Applications in Natural Product Chemistry

  2017cites this paper
• Synthesis of functionalized imidazolidine-2-thiones via NHC/base-promoted aza-benzoin/aza-acetalization domino reactions.

  2017cites this paper
• Organocatalytic, Asymmetric Synthesis of Aza-Quaternary Center of Izidine Alkaloids: Synthesis of (-)-Tricyclic Skeleton of Cylindricine.

  2017cites this paper
• Enantioselective Conjugate Addition of 2-Acetyl Azaarenes to β,β-Disubstituted Nitroalkene for the Construction of All-Carbon Quaternary Stereocenters.

  2017cites this paper
• Jorgensen–Hayashi organocatalyst/Brønsted acid-tethered multifunctional polymeric nanospheres for complex asymmetric multicomponent/multicatalysed organocatalysis: Heterogeneous Michael/Michael/aldol organocascade and [4+2] cycloaddition reactions

  2017cites this paper
• Organocatalytic Heterocyclization Driven by Dynamic Kinetic Resolution: Enantioselective Access to Multi‐heteroatomic Cyclic Structures Mediated by Cinchona Alkaloid‐based Catalysts

  2017cites this paper
• Highly regio-, diastereo- and enantioselective deracemization of axially chiral 3-alkylideneoxindoles.

  2017cites this paper
• Enantioselective synthesis of tetrahydrocyclopenta[b]indole bearing a chiral quaternary carbon center via Pd(ii)-SPRIX-catalyzed C-H activation.

  2017cites this paper
• Brønsted acid-catalyzed, enantioselective synthesis of 1,4-dihydroquinoline-3-carboxylates via in situ generated ortho-quinone methide imines.

  2017cites this paper
• An enantioselective cascade for simultaneous generation of five quaternary stereocenters from fully substituted enones.

  2017cites this paper
• Non-Covalent Organocatalyzed Domino Reactions Involving Oxindoles: Recent Advances

  2017cites this paper
• Expedient and Diastereodivergent Assembly of Terpenoid Decalin Subunits having Quaternary Stereocenters through Organocatalytic Robinson Annulation of Nazarov Reagent.

  2016cites this paper
• Silver(I)-Catalyzed Enantioselective [3+2]-Cycloaddition Reaction of α-Silylimines: A Facile Route to Quaternary-Carbon-Rich Scaffolds.

  2016cites this paper
• Recent Developments in the Snthesis of Chiral Compounds with Quaternary Centers by Organocatalytic Cascade Reactions

  2016cites this paper
• Pyrrolidine derived thioureas as organocatalysts in the Michael reaction of vinyl sulfone. Structure–stereoselectivity study

  2016cites this paper
• Recent Developments in Enantioselective Multicatalyzed Tandem Reactions

  2013cites this paper