Cooperative N-heterocyclic carbene (NHC)–Lewis acid-mediated regioselective umpolung formal [3 + 2] annulations of alkynyl aldehydes with isatins
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Title
Cooperative N-heterocyclic carbene (NHC)–Lewis acid-mediated regioselective umpolung formal [3 + 2] annulations of alkynyl aldehydes with isatins
Authors
Keywords
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Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 19, Pages 3009-3015
Publisher
Royal Society of Chemistry (RSC)
Online
2014-03-14
DOI
10.1039/c4ob00145a
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Note: Only part of the references are listed.- An Odorless, One-Pot Synthesis of Thioesters from Organic Halides, Thiourea and Benzoyl Chlorides in Water
- (2013) Guo-ping Lu et al. ADVANCED SYNTHESIS & CATALYSIS
- Recent Advances in Asymmetric Organocatalytic Construction of 3,3′-Spirocyclic Oxindoles
- (2013) Liang Hong et al. ADVANCED SYNTHESIS & CATALYSIS
- N-Heterocyclic Carbene Catalyzed [4+3] Annulation of Enals ando-Quinone Methides: Highly Enantioselective Synthesis of Benzo-ε-Lactones
- (2013) Hui Lv et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- An Efficient Approach to the Securinega Alkaloids Empowered by Cooperative N-Heterocyclic Carbene/Lewis Acid Catalysis
- (2013) Adel M. ElSohly et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Enantioselective N-Heterocyclic Carbene Catalyzed Aza-Benzoin Reaction of Enals with Activated Ketimines
- (2013) Li-Hui Sun et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Acyl anion free N-heterocyclic carbene organocatalysis
- (2013) Sarah J. Ryan et al. CHEMICAL SOCIETY REVIEWS
- N-Heterocyclic Carbene (NHC)-Catalyzed/Lewis Acid Mediated Conjugate Umpolung of Alkynyl Aldehydes for the Synthesis of Butenolides: A Formal [3+2] Annulation
- (2013) Jing Qi et al. CHEMISTRY-A EUROPEAN JOURNAL
- Assembly of Spirooxindole Derivatives Containing Four Consecutive Stereocenters by Using Cascade Reactions Catalyzed by an N-Heterocyclic Carbene
- (2013) Bing Zhou et al. CHEMISTRY-A EUROPEAN JOURNAL
- Total Synthesis of Enantiopure Pyrrhoxanthin: Alternative Methods for the Stereoselective Preparation of 4-Alkylidenebutenolides
- (2013) Belén Vaz et al. CHEMISTRY-A EUROPEAN JOURNAL
- Extending the Stetter Reaction with 1,6-Acceptors
- (2013) Katherine R. Law et al. CHEMISTRY-A EUROPEAN JOURNAL
- Catalysis with N-Heterocyclic Carbenes under Oxidative Conditions
- (2013) Suman De Sarkar et al. CHEMISTRY-A EUROPEAN JOURNAL
- Structure Elucidation and Total Synthesis of Altenuic Acid III and Studies towards the Total Synthesis of Altenuic Acid II
- (2013) Gregor Nemecek et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Cytotoxic Polyketide Derivatives from the South China Sea Sponge Plakortis simplex
- (2013) Jinrong Zhang et al. JOURNAL OF NATURAL PRODUCTS
- Asperterrestide A, a Cytotoxic Cyclic Tetrapeptide from the Marine-Derived Fungus Aspergillus terreus SCSGAF0162
- (2013) Fei He et al. JOURNAL OF NATURAL PRODUCTS
- Asymmetric Total Synthesis of Caribenol A via an Intramolecular Diels–Alder Reaction
- (2013) Jing-Chun Han et al. JOURNAL OF ORGANIC CHEMISTRY
- A Dual Lewis Base Activation Strategy for Enantioselective Carbene-Catalyzed Annulations
- (2013) Javier Izquierdo et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Catalytic Activation of Carbohydrates as Formaldehyde Equivalents for Stetter Reaction with Enones
- (2013) Junmin Zhang et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- N-heterocyclic carbene-catalyzed reactions of C–C unsaturated bonds
- (2013) Xiang-Yu Chen et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- N-heterocyclic carbene catalyzed annulation of benzofuran-2,3-diones and enals: a concise synthesis of spiro-bis-lactone
- (2013) Ze-Dong Wang et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- NHC-mediated cross-coupling of sugar-derived cyclic nitrones with enals: general and efficient synthesis of polyhydroxylated pyrrolizidines and indolizidines
- (2013) Wen-Yuan Xu et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- NHC-Catalyzed Reaction of Enals with Hydroxy Chalcones: Diastereoselective Synthesis of Functionalized Coumarins
- (2013) Anup Bhunia et al. ORGANIC LETTERS
- Highly Chemo- and Enantioselective Cross-Benzoin Reaction of Aliphatic Aldehydes and α-Ketoesters
- (2013) Karen Thai et al. ORGANIC LETTERS
- Construction of Spiro-Fused 2-Oxindole/α-Methylene- γ-Butyrolactone Systems with Extremely High Enantioselectivity via Indium-Catalyzed Amide Allylation of N-Methyl Isatin
- (2013) Yusuke Murata et al. ORGANIC LETTERS
- Palladium-Catalyzed sp2 and sp3 C–H Bond Activation and Addition to Isatin toward 3-Hydroxy-2-oxindoles
- (2013) Gang-Wei Wang et al. ORGANIC LETTERS
- Convergent Access to Bis-spiroacetals through a Sila-Stetter–Ketalization Cascade
- (2013) Jessica Labarre-Lainé et al. ORGANIC LETTERS
- Synthesis of 4-benzyl-3-phenylbutenolide natural products
- (2013) Anna N. Parker et al. TETRAHEDRON LETTERS
- N-Heterocyclic Carbene-Catalyzed Enantioselective Intramolecular N-Tethered Aldehyde–Ketone Benzoin Reactions
- (2013) Min-Qiang Jia et al. ACS Catalysis
- N-Heterocyclic Carbene-Catalyzed Formal [3+2] Annulation of Alkynyl Aldehydes with Nitrosobenzenes: A Highly Regioselective Umpolung Strategy
- (2013) Runfeng Han et al. ACS Catalysis
- Asymmetric Catalysis for the Synthesis of Spirocyclic Compounds
- (2013) Annaliese K. Franz et al. ACS Catalysis
- Recent Advances in Diversity Oriented Synthesis through Isatin-based Multicomponent Reactions
- (2013) Yunyun Liu et al. Asian Journal of Organic Chemistry
- Construction of Contiguous Tetrasubstituted Carbon Stereocenters by Intramolecular Crossed Benzoin Reactions Catalyzed by N-Heterocyclic Carbene (NHC) Organocatalyst
- (2012) Tadashi Ema et al. ADVANCED SYNTHESIS & CATALYSIS
- An N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirooxindole Lactones
- (2012) Julien Dugal-Tessier et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Catalytic Asymmetric Intermolecular Stetter Reactions of Enolizable Aldehydes with Nitrostyrenes: Computational Study Provides Insight into the Success of the Catalyst
- (2012) Daniel A. DiRocco et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- A Continuum of Progress: Applications of N-Hetereocyclic Carbene Catalysis in Total Synthesis
- (2012) Javier Izquierdo et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- NHC-catalysed diastereoselective synthesis of multifunctionalised piperidines via cascade reaction of enals with azalactones
- (2012) Atul K. Singh et al. CHEMICAL COMMUNICATIONS
- Isatins As Privileged Molecules in Design and Synthesis of Spiro-Fused Cyclic Frameworks
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- Organocatalytic umpolung: N-heterocyclic carbenes and beyond
- (2012) Xavier Bugaut et al. CHEMICAL SOCIETY REVIEWS
- Highly Enantioselective Intermolecular Stetter Reaction of Simple Acrylates: Synthesis of α-Chiral γ-Ketoesters
- (2012) Nathalie E. Wurz et al. CHEMISTRY-A EUROPEAN JOURNAL
- N-Heterocyclic Carbene-Catalyzed Homoenolate Additions with N-Aryl Ketimines as Electrophiles: Efficient Synthesis of Spirocyclic γ-Lactam Oxindoles
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- Atom-economical synthesis of the functionalized spirocyclic oxindole-butenolide via three-component [2 + 2 + 1] cycloaddition strategy
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- Efficient Synthesis of γ-Keto Sulfones by NHC-Catalyzed Intermolecular Stetter Reaction
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- (2012) Ding Du et al. ORGANIC LETTERS
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- (2012) Fedor Romanov-Michailidis et al. ORGANIC LETTERS
- A Catalytic Asymmetric Isatin-Involved Povarov Reaction: Diastereo- and Enantioselective Construction of Spiro[indolin-3,2′-quinoline] Scaffold
- (2012) Feng Shi et al. ORGANIC LETTERS
- Multicatalytic Asymmetric Synthesis of Complex Tetrahydrocarbazoles via a Diels–Alder/Benzoin Reaction Sequence
- (2012) Yankai Liu et al. ORGANIC LETTERS
- An efficient strategy for functionalized spirolactones and dispirodihydrofuranyl oxindoles using amines and activated alkynes
- (2012) Selvarangam E. Kiruthika et al. TETRAHEDRON LETTERS
- Chiral N-Heterocyclic Carbene-Catalyzed Annulations of Enals and Ynals with Stable Enols: A Highly Enantioselective Coates–Claisen Rearrangement
- (2012) Jessada Mahatthananchai et al. ACS Catalysis
- Extending NHC-Catalysis: Coupling Aldehydes with Unconventional Reaction Partners
- (2011) Akkattu T. Biju et al. ACCOUNTS OF CHEMICAL RESEARCH
- N-Heterocyclic Carbene Catalyzed Intramolecular Hydroacylation of Activated Alkynes: Synthesis of Chromones
- (2011) Seenuvasan Vedachalam et al. ADVANCED SYNTHESIS & CATALYSIS
- Lewis Acid Activated Synthesis of Highly Substituted Cyclopentanes by the N-Heterocyclic Carbene Catalyzed Addition of Homoenolate Equivalents to Unsaturated Ketoesters
- (2011) Daniel T. Cohen et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- α,β-Unsaturated Acyl Azoliums from N-Heterocyclic Carbene Catalyzed Reactions: Observation and Mechanistic Investigation
- (2011) Jessada Mahatthananchai et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- N-Heterocyclic Carbene Catalyzed Domino Reactions
- (2011) André Grossmann et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Chiral N-heterocyclic carbene catalyzed annulation of α,β-unsaturated aldehydes with 1,3-dicarbonyls
- (2011) Zhi-Qiang Zhu et al. CHEMICAL COMMUNICATIONS
- Syntheses of Spirocyclic Oxindole-Butenolides by Using Three-Component Cycloadditions of Isocyanides, Allenoates, and Isatins
- (2011) Jian Li et al. CHEMISTRY-A EUROPEAN JOURNAL
- N-Heterocyclic carbene-catalysed intermolecular Stetter reactions of acetaldehyde
- (2011) Sun Min Kim et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Understanding the cooperative NHC/LA catalysis for stereoselective annulation reactions with homoenolates. A DFT study
- (2011) Luis R. Domingo et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- NHC-Catalyzed/Titanium(IV)−Mediated Highly Diastereo- and Enantioselective Dimerization of Enals
- (2011) Daniel T. Cohen et al. ORGANIC LETTERS
- Asymmetric benzoin condensation promoted by chiral triazolium precatalyst bearing a pyridine moiety
- (2011) Takahiro Soeta et al. TETRAHEDRON
- A convenient synthesis of polysubstituted 2-amino-4,5-dihydrofuran-3-nitriles from benzoins or benzaldehydes
- (2011) Ding Du et al. TETRAHEDRON LETTERS
- NHC-catalysed, chemoselective crossed-acyloin reactions
- (2011) Christopher A. Rose et al. Chemical Science
- Cooperative Lewis acid/N-heterocyclic carbene catalysis
- (2011) Daniel T. Cohen et al. Chemical Science
- N-Heterocyclic Carbene-Catalyzed Reaction of Alkynyl Aldehydes with 1,3-Keto Esters or 1,3-Diketones
- (2010) Zhi-Qiang Zhu et al. ADVANCED SYNTHESIS & CATALYSIS
- Synthesis of 3'-aroyl-4'-hydroxyspiro-[indole-3,2'-furan]-2,5'(1H)-diones
- (2010) V. L. Gein et al. Chemistry of Heterocyclic Compounds
- Efficient synthesis of functionalized butenolides mediated by vinyltriphenylphosphonium salts in aqueous media
- (2010) Mohammad A. Khalilzadeh et al. CHINESE CHEMICAL LETTERS
- CooperativeN-Heterocyclic Carbene/Lewis Acid Catalysis for Highly Stereoselective Annulation Reactions with Homoenolates
- (2010) Benoit Cardinal-David et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- An Enantioselective Claisen Rearrangement Catalyzed by N-Heterocyclic Carbenes
- (2010) Juthanat Kaeobamrung et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Cooperative catalysis by carbenes and Lewis acids in a highly stereoselective route to γ-lactams
- (2010) Dustin E. A. Raup et al. Nature Chemistry
- Asymmetric Syntheses of Oxindole and Indole Spirocyclic Alkaloid Natural Products
- (2009) Barry Trost et al. SYNTHESIS-STUTTGART
- Recent advances in carbon–carbon bond-forming reactions involving homoenolates generated by NHC catalysis
- (2008) Vijay Nair et al. CHEMICAL SOCIETY REVIEWS
- Highly Diastereo- and Enantioselective Additions of Homoenolates to Nitrones Catalyzed byN-Heterocyclic Carbenes
- (2008) Eric M. Phillips et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
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