Synthesis of 3,3-Disubstituted Oxindoles by Palladium-Catalyzed Asymmetric Intramolecular α-Arylation of Amides: Reaction Development and Mechanistic Studies
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Title
Synthesis of 3,3-Disubstituted Oxindoles by Palladium-Catalyzed Asymmetric Intramolecular α-Arylation of Amides: Reaction Development and Mechanistic Studies
Authors
Keywords
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Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 36, Pages 11916-11927
Publisher
Wiley
Online
2013-07-26
DOI
10.1002/chem.201301572
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Note: Only part of the references are listed.- Rotational Isomers of N-Methyl-N-arylacetamides and Their Derived Enolates: Implications for Asymmetric Hartwig Oxindole Cyclizations
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- Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective α Arylation of Amides
- (2012) Linglin Wu et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Catalytic Enantioselective Synthesis of a 3-Aryl-3-benzyloxindole (=3-Aryl-3-benzyl-1,3-dihydro-2H-indol-2-one) Exhibiting Antitumor Activity
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- (2012) Dipshikha Banerjee et al. ORGANOMETALLICS
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- (2012) Dipshikha Banerjee et al. ORGANOMETALLICS
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- (2012) Markus J. Spallek et al. ORGANOMETALLICS
- Asymmetric C(sp3)-H/C(Ar) coupling reactions. Highly enantio-enriched indolines via regiodivergent reaction of a racemic mixture
- (2012) Dmitry Katayev et al. Chemical Science
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- (2011) Masafumi Nakanishi et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Transition-Metal-Mediated Routes to 3,3-Disubstituted Oxindoles through Anilide Cyclisation
- (2011) Johannes E. M. N. Klein et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Synthesis of ChiralN-Heterocyclic Carbene Ligands with Rigid Backbones and Application to the Palladium-Catalyzed Enantioselective Intramolecular α-Arylation of Amides
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- Facile Creation of 3-Indolyl-3-hydroxy-2-oxindoles by an Organocatalytic Enantioselective Friedel-Crafts Reaction of Indoles with Isatins
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- Highly Chemo- and Enantioselective Synthesis of 3-Allyl-3-aryl Oxindoles via the Direct Palladium-Catalyzed α-Arylation of Amides
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- (2009) Junji Itoh et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- (2009) Rongjun He et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- (2009) Tommy Bui et al. JOURNAL OF ORGANIC CHEMISTRY
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- (2008) Andrew Fensome et al. JOURNAL OF MEDICINAL CHEMISTRY
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- (2008) Xu Cheng et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Organocatalytic Stereoselective Mannich Reaction of 3-Substituted Oxindoles
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