Strategies for the enantioselective synthesis of spirooxindoles

An N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirooxindole Lactones

(2012) Julien Dugal-Tessier et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Synthesis of Allenyl Oxindoles and Spirooxindoles by a Catalytic Enantioselective Saucy-Marbet Claisen Rearrangement

(2012) Trung Cao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly enantioselective [4 + 2] annulations catalyzed by amino acid-based phosphines: Synthesis of functionalized cyclohexenes and 3-spirocyclohexene-2-oxindoles

(2012) Fangrui Zhong et al.   Chemical Science

N-Heterocyclic Carbene-Catalyzed Cyclization of Unsaturated Acyl Chlorides and Ketones

(2011) Li-Tao Shen et al.   ADVANCED SYNTHESIS & CATALYSIS

An Easy Entry to Optically Active Spiroindolinones: Chiral Brønsted Acid-Catalysed Pictet-Spengler Reactions of Isatins

(2011) Sara Duce et al.   ADVANCED SYNTHESIS & CATALYSIS

Enantioselective Michael/Cyclization Reaction Sequence: Scaffold-Inspired Synthesis of Spirooxindoles with Multiple Stereocenters

(2011) Yiming Cao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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

(2011) Fangrui Zhong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Asymmetric [3+2] Annulation of Allylsilanes with Isatins: Synthesis of Spirooxindoles

(2011) Nadine V. Hanhan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly diastereo- and enantioselective NHC-catalyzed [3+2] annulation of enals and isatins

(2011) Li-Hui Sun et al.   CHEMICAL COMMUNICATIONS

Core Structure-Based Design of Organocatalytic [3+2]-Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles

(2011) Bin Tan et al.   CHEMISTRY-A EUROPEAN JOURNAL

Catalytic Enantioselective Henry Reactions of Isatins: Application in the Concise Synthesis of (S)-(−)-Spirobrassinin

(2011) Lu Liu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Organocatalytic Michael-Alkylation Cascade: The Enantioselective Nitrocyclopropanation of Oxindoles

(2011) Fabio Pesciaioli et al.   CHEMISTRY-A EUROPEAN JOURNAL

Asymmetric Nitroaldol Reactions of Nitroalkanes with Isatins Catalyzed by Bifunctional Cinchona Alkaloid Derivatives

(2011) Mei-Qiu Li et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Amino-Indanol-Catalyzed Asymmetric Michael Additions of Oxindoles to Protected 2-Amino-1-nitroethenes for the Synthesis of 3,3′-Disubstituted Oxindoles Bearing α,β-Diamino Functionality

(2011) Xiong-Li Liu et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Efficient Hydrogen-Bonding Catalysis of the Diels–Alder Reaction of 3-Vinylindoles and Methyleneindolinones Provides Carbazolespirooxindole Skeletons

(2011) Bin Tan et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Core-Structure-Motivated Design of a Phosphine-Catalyzed [3 + 2] Cycloaddition Reaction: Enantioselective Syntheses of Spirocyclopenteneoxindoles

(2011) Bin Tan et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Catalysis of Diels–Alder Reactions with in Situ Generated Heterocyclicortho-Quinodimethanes

(2011) Yankai Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The Palladium Catalyzed Asymmetric Addition of Oxindoles and Allenes: An Atom-Economical Versatile Method for the Construction of Chiral Indole Alkaloids

(2011) Barry M. Trost et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Luminescent bichromophoric spiroindolones – synthesis and electronic properties

(2011) Jan Schönhaber et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Facile Synthesis of Enantioenriched Cγ-Tetrasubstituted α-Amino Acid Derivatives via an Asymmetric Nucleophilic Addition/Protonation Cascade

(2011) Shu-Wen Duan et al.   ORGANIC LETTERS

Organocatalytic Direct Asymmetric Aldol Reactions of 3-Isothiocyanato Oxindoles to Ketones: Stereocontrolled Synthesis of Spirooxindoles Bearing Highly Congested Contiguous Tetrasubstituted Stereocenters

(2011) Wen-Bing Chen et al.   ORGANIC LETTERS

Chiral Counteranion Synergistic Organocatalysis under High Temperature: Efficient Construction of Optically Pure Spiro[cyclohexanone-oxindole] Backbone

(2011) Yu-Bao Lan et al.   ORGANIC LETTERS

Noncovalent Organocatalysis: A Powerful Tool for the Nucleophilic Epoxidation of α-Ylideneoxindoles

(2011) Chiara Palumbo et al.   ORGANIC LETTERS

Catalytic Asymmetric Construction of Spirocyclopentaneoxindoles by a Combined Ru-Catalyzed Cross-Metathesis/Double Michael Addition Sequence

(2011) Ying-Mei Li et al.   ORGANIC LETTERS

Enantioselective and Regioselective Indium(III)-Catalyzed Addition of Pyrroles to Isatins

(2011) Elisa G. Gutierrez et al.   ORGANIC LETTERS

Highly Enantioselective One-Pot Synthesis of Spirocyclopentaneoxindoles Containing the Oxime Group by Organocatalyzed Michael Addition/ISOC/Fragmentation Sequence

(2011) Xiang Li et al.   ORGANIC LETTERS

Tertiary Amine-Catalyzed Chemoselective and Asymmetric [3 + 2] Annulation of Morita–Baylis–Hillman Carbonates of Isatins with Propargyl Sulfones

(2011) Jing Peng et al.   ORGANIC LETTERS

1,3-Dipolar Cycloaddition of Hydrazones with α-Oxo-ketenes: A Three-Component Stereoselective Entry to Pyrazolidinones and an Original Class of Spirooxindoles

(2011) Marc Presset et al.   ORGANIC LETTERS

Flexible Strategy for Syntheses of Spirooxindoles using Palladium-Catalyzed Carbosilylation and Sakurai-Type Cyclization

(2011) Sudhir M. Hande et al.   ORGANIC LETTERS

Enantioselective Pictet–Spengler reactions of isatins for the synthesis of spiroindolones

(2011) Joseph J. Badillo et al.   TETRAHEDRON LETTERS

Antimycobacterial activity of spirooxindolo-pyrrolidine, pyrrolizine and pyrrolothiazole hybrids obtained by a three-component regio- and stereoselective 1,3-dipolar cycloaddition

(2011) Stephen Michael Rajesh et al.   MedChemComm

Facile and Convenient One-Pot Process for the Synthesis of Spirooxindole Derivatives in High Optical Purity Using (−)-(S)-Brevicolline as an Organocatalyst

(2011) Fliur Macaev et al.   Symmetry-Basel

Facile Creation of 3-Indolyl-3-hydroxy-2-oxindoles by an Organocatalytic Enantioselective Friedel-Crafts Reaction of Indoles with Isatins

(2010) Jing Deng et al.   ADVANCED SYNTHESIS & CATALYSIS

Enantioselective Synthesis of Spirocyclic Oxindole-β-lactones via N-Heterocyclic Carbene-Catalyzed Cycloaddition of Ketenes and Isatins

(2010) Xiao-Na Wang et al.   ADVANCED SYNTHESIS & CATALYSIS

Catalytic Asymmetric Synthesis of Oxindoles Bearing a Tetrasubstituted Stereocenter at the C-3 Position

(2010) Feng Zhou et al.   ADVANCED SYNTHESIS & CATALYSIS

Identification of Thiazolidinones Spiro-Fused to Indolin-2-ones as Potent and Selective Inhibitors of theMycobacterium tuberculosisProtein Tyrosine Phosphatase B

(2010) Viktor V. Vintonyak et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Salicylbisimine Cage Compound with High Surface Area and Selective CO2/CH4 Adsorption

(2010) Michael Mastalerz et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly organocatalytic asymmetric Michael–ketone aldol–dehydration domino reaction: straightforward approach to construct six-membered spirocyclic oxindoles

(2010) Liang-Liang Wang et al.   CHEMICAL COMMUNICATIONS

Organocatalytic synthesis of spiro compounds via a cascade Michael–Michael-aldol reaction

(2010) Xavier Companyó et al.   CHEMICAL COMMUNICATIONS

Organocatalytic Tandem Reaction to Construct Six-Membered Spirocyclic Oxindoles with Multiple Chiral Centres through a Formal [2+2+2] Annulation

(2010) Kun Jiang et al.   CHEMISTRY-A EUROPEAN JOURNAL

An Organocatalytic [3+2] Cyclisation Strategy for the Highly Enantioselective Synthesis of Spirooxindoles

(2010) Arnaud Voituriez et al.   CHEMISTRY-A EUROPEAN JOURNAL

Asymmetric Addition of Indoles to Isatins Catalysed by Bifunctional Modified Cinchona Alkaloid Catalysts

(2010) Pankaj Chauhan et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of Aziridine- and Oxirane-2-phosphonates Spiro-Fused with Oxindoles

(2010) Tecla Gasperi et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Spirotetrahydro β-Carbolines (Spiroindolones): A New Class of Potent and Orally Efficacious Compounds for the Treatment of Malaria

(2010) Bryan K. S. Yeung et al.   JOURNAL OF MEDICINAL CHEMISTRY

A Unique Approach to the Concise Synthesis of Highly Optically Active Spirooxazolines and the Discovery of a More Potent Oxindole-Type Phytoalexin Analogue

(2010) Xianxing Jiang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Organocatalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-oxindoles via Morita−Baylis−Hillman Reaction

(2010) Yun-Lin Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Highly enantioselective synthesis and cellular evaluation of spirooxindoles inspired by natural products

(2010) Andrey P. Antonchick et al.   Nature Chemistry

Catalytic asymmetric 1,3-dipolar cycloaddition of N-unprotected 2-oxoindolin-3-ylidene derivatives and azomethine ylides for the construction of spirooxindole-pyrrolidines

(2010) Tang-Lin Liu et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Asymmetric Quadruple Aminocatalytic Domino Reactions to Fused Carbocycles Incorporating a Spirooxindole Motif

(2010) Kun Jiang et al.   ORGANIC LETTERS

Organocatalytic Asymmetric Formal [4 + 2] Cycloaddition for the Synthesis of Spiro[4-cyclohexanone-1,3′-oxindoline] Derivatives in High Optical Purity

(2010) Qiang Wei et al.   ORGANIC LETTERS

Highly Enantioselective Construction of Spiro[4H-pyran-3,3′-oxindoles] Through a Domino Knoevenagel/Michael/Cyclization Sequence Catalyzed by Cupreine

(2010) Wen-Bing Chen et al.   ORGANIC LETTERS

Enantioselective Morita−Baylis−Hillman Reaction of Isatins with Acrylates: Facile Creation of 3-Hydroxy-2-oxindoles

(2010) Fangrui Zhong et al.   ORGANIC LETTERS

Spiroindolones, a Potent Compound Class for the Treatment of Malaria

(2010) M. Rottmann et al.   SCIENCE

Catalytic Asymmetric Synthesis of Substituted 3-Hydroxy-2-Oxindoles

(2009) Nadine V. Hanhan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Enantioselective Stereoablative Alkylation of 3-Halooxindoles: Facile Access to Oxindoles with C3 All-Carbon Quaternary Stereocenters

(2009) Sandy Ma et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Targeting Structural and Stereochemical Complexity by Organocascade Catalysis: Construction of Spirocyclic Oxindoles Having Multiple Stereocenters

(2009) Giorgio Bencivenni et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Construction of Contiguous Tetrasubstituted Chiral Carbon Stereocenters via Direct Catalytic Asymmetric Aldol Reaction of α-Isothiocyanato Esters with Ketones

(2009) Tatsuhiko Yoshino et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Organocatalytic Synthesis of Spiro[pyrrolidin-3,3′-oxindoles] with High Enantiopurity and Structural Diversity

(2009) Xiao-Hua Chen et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Thiourea-Catalyzed Highly Enantio- and Diastereoselective Additions of Oxindoles to Nitroolefins: Application to the Formal Synthesis of (+)-Physostigmine

(2009) Tommy Bui et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Stereoselective Synthesis of Spirooxindoles by Palladium-Catalyzed Decarboxylative Cyclization of γ-Methylidene-δ-valerolactones with Isatins

(2009) Ryo Shintani et al.   ORGANIC LETTERS

Stereoselective Synthesis of Spirocyclic Oxindoles via Prins Cyclizations

(2009) M. Paola Castaldi et al.   ORGANIC LETTERS

Asymmetric Syntheses of Oxindole and Indole Spirocyclic Alkaloid Natural Products

(2009) Barry Trost et al.   SYNTHESIS-STUTTGART

Enantioselective Synthesis of Spirocyclic Benzopyranones by Rhodium‐Catalyzed Intermolecular [4+2] Annulation

(2008) Daiki Hojo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Axial 4,4′,6,6′-Tetrakis-trifluoromethyl-biphenyl-2,2′-diamine (TF-BIPHAM): Resolution and Applications in Asymmetric Hydrogenation

(2008) Chun-Jiang Wang et al.   ORGANIC LETTERS