Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles

Enantioselective Pd-Catalyzed Allylic Alkylation Reactions of Dihydropyrido[1,2-a ]indolone Substrates: Efficient Syntheses of (−)-Goniomitine, (+)-Aspidospermidine, and (−)-Quebrachamine

(2016) Beau P. Pritchett et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of Diversely Functionalized Oxindoles Enabled by Migratory Insertion of Isocyanide to a Transient σ-Alkylpalladium(II) Complex

(2016) Wangqing Kong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Single C−F Bond Cleavage of Trifluoromethylarenes with an ortho -Silyl Group

(2016) Suguru Yoshida et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iridium-Catalyzed Diastereoselective and Enantioselective Allylic Substitutions with Acyclic α-Alkoxy Ketones

(2016) Xingyu Jiang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Engaging Allene-Derived Zwitterions in an Unprecedented Mode of Asymmetric [3+2]-Annulation Reaction

(2016) Muthukumar G. Sankar et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Aerobic Radical-Cascade Alkylation/Cyclization of α,β-Unsaturated Amides: an Efficient Approach to Quaternary Oxindoles

(2016) Promita Biswas et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II–III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas

(2016) Yu Zhou et al.   CHEMICAL REVIEWS

Organocatalytic Asymmetric Michael Addition of 3-Pyrrolyloxindoles to β-Phthalimidonitroethene for the Synthesis of 3,3′-Disubstituted Oxindoles Bearing Contiguous 3,α,β-Triamino Functionality

(2016) Yong You et al.   JOURNAL OF ORGANIC CHEMISTRY

Organocatalytic Asymmetric Mannich Reaction of 3-Hydroxyoxindoles/3-Aminooxindoles with in Situ Generated N-Boc-Protected Aldimines for the Synthesis of Vicinal Oxindole–Diamines/Amino Alcohols

(2016) Jing Shan et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective aldol reactions with masked fluoroacetates

(2016) Jakub Saadi et al.   Nature Chemistry

Catalytic Iodination of the Aliphatic C–F Bond by YbI3(THF)3: Mechanistic Insight and Synthetic Utility

(2016) Mario Janjetovic et al.   ORGANIC LETTERS

Detrifluoroacetylative in Situ Generation of Free 3-Fluoroindolin-2-one-Derived Tertiary Enolates: Design, Synthesis, and Assessment of Reactivity toward Asymmetric Mannich Reactions

(2016) Chen Xie et al.   ORGANIC LETTERS

Autocatalytic Friedel–Crafts Reactions of Tertiary Aliphatic Fluorides Initiated by B(C6F5)3·H2O

(2016) Marian Dryzhakov et al.   ACS Catalysis

Asymmetric Allylic Alkylation of β-Ketoesters with Allylic Alcohols by a Nickel/Diphosphine Catalyst

(2015) Yusuke Kita et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Use of Trifluoromethyl Groups for Catalytic Benzylation and Alkylation with Subsequent Hydrodefluorination

(2015) Jiangtao Zhu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Ligand-Controlled Regiodivergent Palladium-Catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones

(2015) Ming-Hsiu Yang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of Quaternary Carbon Stereocenters: Addition of 3-Substituted Oxindoles to Vinyl Sulfone Catalyzed by Pentanidiums

(2015) Lili Zong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regio- and Stereoselective Modification of Chiral α-Amino Ketones by Pd-Catalyzed Allylic Alkylation

(2015) Kai Huwig et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Assembly of Fluorinated Quaternary Stereogenic Centers through Catalytic Enantioselective Detrifluoroacetylative Aldol Reactions

(2015) Chen Xie et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Chiral Primary Amine/Palladium Dual Catalysis for Asymmetric Allylic Alkylation of β-Ketocarbonyl Compounds with Allylic Alcohols

(2015) Han Zhou et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Stereoselective Organocatalytic Synthesis of Oxindoles with Adjacent Tetrasubstituted Stereocenters

(2015) Oliver D. Engl et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Construction of Spirooxindoles by Organocatalytic Multicomponent Reactions Using Diazooxindoles

(2015) Ming-Yue Wu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

C–F bond substitution via aziridinium ion intermediates

(2015) A. M. Träff et al.   CHEMICAL COMMUNICATIONS

Enantioselective synthesis of 3-fluoro-3-allyl-oxindoles via phosphine-catalyzed asymmetric γ-addition of 3-fluoro-oxindoles to 2,3-butadienoates

(2015) Tianli Wang et al.   CHEMICAL COMMUNICATIONS

Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions

(2015) Chen Xie et al.   CHEMICAL COMMUNICATIONS

Recent Progress in the in situ Detrifluoro­acetylative Generation of Fluoro Enolates and Their Reactions with Electrophiles

(2015) Haibo Mei et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Ni-Catalyzed Borylation of Aryl Fluorides via C–F Cleavage

(2015) Xiang-Wei Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium Catalyzed Asymmetric Allylation of 3-OBoc-Oxindoles: An Efficient Synthesis of 3-Allyl-3-hydroxyoxindoles

(2015) Samydurai Jayakumar et al.   ORGANIC LETTERS

Organocatalytic Enantioselective Conjugate Addition of 3-Fluorooxindoles to Vinyl Sulfone

(2015) Yi Seul Kim et al.   BULLETIN OF THE KOREAN CHEMICAL SOCIETY

Friedel-Crafts Reaction of Benzyl Fluorides: Selective Activation of CF Bonds as Enabled by Hydrogen Bonding

(2014) Pier Alexandre Champagne et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regioselective CF Bond Activation of Hexafluoropropylene on Palladium(0): Formation of a Cationic η2-Perfluoroallylpalladium Complex

(2014) Masato Ohashi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Construction of Vicinal Tetrasubstituted Stereocenters by the Mannich Reaction of Silyl Ketene Imines with Isatin-Derived Ketimines

(2014) Jiannan Zhao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates

(2014) Ying Huang et al.   CHEMICAL COMMUNICATIONS

Iron(iii)–salan complexes catalysed highly enantioselective fluorination and hydroxylation of β-keto esters and N-Boc oxindoles

(2014) Xin Gu et al.   CHEMICAL COMMUNICATIONS

Advances in Catalytic Enantioselective Fluorination, Mono-, Di-, and Trifluoromethylation, and Trifluoromethylthiolation Reactions

(2014) Xiaoyu Yang et al.   CHEMICAL REVIEWS

Generalized access to fluorinated β-keto amino compounds through asymmetric additions of α,α-difluoroenolates to CF3-sulfinylimine

(2014) Chen Xie et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Organocatalytic Highly Enantioselective Monofluoroalkylation of 3-Bromooxindoles: Construction of Fluorinated 3,3′-Disubstituted Oxindoles and Their Derivatives

(2014) Chongyang Wu et al.   ORGANIC LETTERS

Organocatalytic Asymmetric Michael Addition/Carbon-Carbon Bond Cleavage of Trifluoromethyl α-Fluorinatedgem-Diols to Nitroolefins

(2013) Ibrayim Saidalimu et al.   ADVANCED SYNTHESIS & CATALYSIS

Palladium-Catalyzed Asymmetric Construction of Vicinal All-Carbon Quaternary Stereocenters and its Application to the Synthesis of Cyclotryptamine Alkaloids

(2013) Barry M. Trost et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Enantioselective Difluoroalkylation of Aldehydes

(2013) Peng Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly Enantioselective Construction of 3-Hydroxy Oxindoles through a Decarboxylative Aldol Addition of Trifluoromethyl α-Fluorinatedgem-Diols toN-Benzyl Isatins

(2013) Ibrayim Saidalimu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Hydrodefluorination of Fluoromethanes at Room Temperature by Silylium-ion-like Surface Species

(2013) Mike Ahrens et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Selective CF Bond Activation: Substitution of Unactivated Alkyl Fluorides using YbI3

(2013) Annika M. Träff et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Copper-Free Asymmetric Allylic Alkylation of Trisubstituted Cyclic Allyl Bromides Using Grignard Reagents

(2013) David Grassi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-Catalyzed Asymmetric Allylic Alkylation of 3-Aryloxindoles with Allylidene Dipivalate: A Useful Enol Pivalate Product

(2013) Barry M. Trost et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly Enantioselective Bromocyclization of Tryptamines and Its Application in the Synthesis of (−)-Chimonanthine

(2013) Weiqing Xie et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of Fluorinated Building Blocks by Transition-Metal-Mediated Hydrodefluorination Reactions

(2013) Moritz F. Kuehnel et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Direct Asymmetric Vinylogous Aldol Reaction of Allyl Ketones with Isatins: Divergent Synthesis of 3-Hydroxy-2-Oxindole Derivatives

(2013) Bo Zhu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Introduction of Fluorine and Fluorine-Containing Functional Groups

(2013) Theresa Liang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Substitution at the Tetrasubstituted Chiral Carbon: Catalytic Ring-Opening Alkylation of Racemic 2,2-Disubstituted Aziridines with 3-Substituted Oxindoles

(2013) Kohsuke Ohmatsu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

C(sp3)–F Bond Activation of CF3-Substituted Anilines with Catalytically Generated Silicon Cations: Spectroscopic Evidence for a Hydride-Bridged Ru–S Dimer in the Catalytic Cycle

(2013) Timo Stahl et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantio-, Diastereo-, and Regioselective Iridium-Catalyzed Asymmetric Allylic Alkylation of Acyclic β-Ketoesters

(2013) Wen-Bo Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective conjugate addition of 3-fluoro-oxindoles to vinyl sulfone: an organocatalytic access to chiral 3-fluoro-3-substituted oxindoles

(2013) Xiaowei Dou et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Lewis Acidity of Organofluorophosphonium Salts: Hydrodefluorination by a Saturated Acceptor

(2013) C. B. Caputo et al.   SCIENCE

Main-Group Lewis Acids for C–F Bond Activation

(2013) Timo Stahl et al.   ACS Catalysis

Catalytic Asymmetric Total Synthesis of Chimonanthine, Folicanthine, and Calycanthine through Double Michael Reaction of Bisoxindole

(2012) Harunobu Mitsunuma et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides

(2012) Linglin Wu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of Pentafluorinated β-Hydroxy Ketones

(2012) Peng Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective and Solvent-Controlled Diastereoselective Mannich Reaction of Isatin Imines with Hydroxyacetone: Synthesis of 3-Substituted 3-Aminooxindoles

(2012) Qi-Xiang Guo et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Enantioselective Fluorination of Unprotected 3-Substituted Oxindoles: One-Step Synthesis of BMS 204352 (MaxiPost)

(2012) Jun Li et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Enantioselective Addition of Enals to Isatin-Derived Ketimines Catalyzed by N-Heterocyclic Carbenes: Synthesis of Spirocyclic γ-Lactams

(2012) Hui Lv et al.   ORGANIC LETTERS

Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine

(2011) Chang Guo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

The Synthesis of a New Class of Chiral Pincer Ligands and Their Applications in Enantioselective Catalytic Fluorinations and the Nozaki-Hiyama-Kishi Reaction

(2011) Qing-Hai Deng et al.   CHEMISTRY-A EUROPEAN JOURNAL

Exercising Regiocontrol in Palladium-Catalyzed Asymmetric Prenylations and Geranylation: Unifying Strategy toward Flustramines A and B

(2011) Barry M. Trost 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

Asymmetric Decarboxylative Allylation of Oxindoles

(2011) Vilius Franckevičius et al.   ORGANIC LETTERS

Net Oxidative Addition of C(sp3)-F Bonds to Iridium via Initial C-H Bond Activation

(2011) J. Choi et al.   SCIENCE

Recent progress in enantioselective synthesis of C3-functionalized oxindoles: rare earth metals take action

(2011) Ke Shen et al.   Chemical Science

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

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

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

Organocatalytic asymmetric allylic alkylation of oxindoles with Morita–Baylis–Hillman carbonates

(2009) Kun Jiang et al.   CHEMICAL COMMUNICATIONS

Carbon−Carbon Coupling of C(sp3)−F Bonds Using Alumenium Catalysis

(2009) Weixing Gu 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

A Homodinuclear Mn(III)2−Schiff Base Complex for Catalytic Asymmetric 1,4-Additions of Oxindoles to Nitroalkenes

(2009) Yuko Kato et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cinchona Alkaloid Catalyzed Enantioselective Fluorination of Allyl Silanes, Silyl Enol Ethers, and Oxindoles

(2008) Takehisa Ishimaru et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Unexpected effect of the fluorine atom on the optimal ligand-to-palladium ratio in the enantioselective Pd-catalyzed allylation reaction of fluorinated enol carbonates

(2008) Étienne Bélanger et al.   CHEMICAL COMMUNICATIONS

Hydrodefluorination of Perfluoroalkyl Groups Using Silylium-Carborane Catalysts

(2008) C. Douvris et al.   SCIENCE