Enantioselective Synthesis of Highly Functionalized Trifluoromethyl-Bearing Cyclopentenes: Asymmetric [3+2] Annulation of Morita-Baylis-Hillman Carbonates with Trifluoroethylidenemalonates Catalyzed by Multifunctional Thiourea-Phosphines
Published 2012 View Full Article
- Home
- Publications
- Publication Search
- Publication Details
Title
Enantioselective Synthesis of Highly Functionalized Trifluoromethyl-Bearing Cyclopentenes: Asymmetric [3+2] Annulation of Morita-Baylis-Hillman Carbonates with Trifluoroethylidenemalonates Catalyzed by Multifunctional Thiourea-Phosphines
Authors
Keywords
-
Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 5, Pages 783-789
Publisher
Wiley
Online
2012-03-14
DOI
10.1002/adsc.201101012
References
Ask authors/readers for more resources
Related references
Note: Only part of the references are listed.- Asymmetric Allylic Monofluoromethylation and Methylation of Morita-Baylis-Hillman Carbonates with FBSM and BSM by Cooperative Cinchona Alkaloid/FeCl2 Catalysis
- (2011) Tatsuya Furukawa 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
- Asymmetric construction of trifluoromethylated pyrrolidines via Cu(i)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 4,4,4-trifluorocrotonates
- (2011) Qing-Hua Li et al. CHEMICAL COMMUNICATIONS
- Chiral Bifunctional Thiourea-Phosphane Organocatalysts in Asymmetric Allylic Amination of Morita-Baylis-Hillman Acetates
- (2011) Hong-Ping Deng et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Preparation of Chiral Multifunctional Thiourea-Phosphanes and Synthesis of Chiral Allylic Phosphites and Phosphane Oxides through Asymmetric Allylic Substitution Reactions of Morita-Baylis-Hillman Carbonates
- (2011) Hong-Ping Deng et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Enantioselective Friedel−Crafts Alkylation of Indoles with Trifluoroethylidene Malonates by Copper−Bis(oxazoline) Complexes: Construction of Trifluoromethyl-Substituted Stereogenic Tertiary Carbon Center
- (2011) Lele Wen et al. JOURNAL OF ORGANIC CHEMISTRY
- Phosphine-Catalyzed [4 + 1] Annulation between α,β-Unsaturated Imines and Allylic Carbonates: Synthesis of 2-Pyrrolines
- (2011) Junjun Tian et al. JOURNAL OF ORGANIC CHEMISTRY
- 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
- Application of a New Chiral Phosphepine to the Catalytic Asymmetric Synthesis of Highly Functionalized Cyclopentenes That Bear an Array of Heteroatom-Substituted Quaternary Stereocenters
- (2011) Yuji Fujiwara et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Enantioselective [3 + 2] Cycloaddition of Allenes to Acrylates Catalyzed by Dipeptide-Derived Phosphines: Facile Creation of Functionalized Cyclopentenes Containing Quaternary Stereogenic Centers
- (2011) Xiaoyu Han et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Phosphine-Catalyzed Annulations of Azomethine Imines: Allene-Dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] Pathways
- (2011) Risong Na et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Multifunctional chiral phosphines-catalyzed highly diastereoselective and enantioselective substitution of Morita–Baylis–Hillman adducts with oxazolones
- (2011) Yuan-Liang Yang et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Organocatalyzed Regio- and Enantioselective Allylic Trifluoromethylation of Morita–Baylis–Hillman Adducts Using Ruppert–Prakash Reagent
- (2011) Tatsuya Furukawa et al. ORGANIC LETTERS
- l-Threonine-Derived Novel Bifunctional Phosphine−Sulfonamide Catalyst-Promoted Enantioselective Aza-Morita−Baylis−Hillman Reaction
- (2011) Fangrui Zhong 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
- Highly Regio- and Diastereoselective Construction of Spirocyclopenteneoxindoles through Phosphine-Catalyzed [3 + 2] Annulation of Morita–Baylis–Hillman Carbonates with Isatylidene Malononitriles
- (2011) Hong-Ping Deng et al. ORGANIC LETTERS
- Phosphine-Catalyzed Cascade [3 + 2] Cyclization−Allylic Alkylation, [2 + 2 + 1] Annulation, and [3 + 2] Cyclization Reactions between Allylic Carbonates and Enones
- (2011) Rong Zhou et al. ORGANIC LETTERS
- Multifunctional Chiral Phosphine Organocatalysts in Catalytic Asymmetric Morita−Baylis−Hillman and Related Reactions
- (2010) Yin Wei et al. ACCOUNTS OF CHEMICAL RESEARCH
- Catalytic Asymmetric Intramolecular Cascade Reaction for the Construction of Functionalized Benzobicyclo[4.3.0] Skeletons. Remote Control of Enantioselectivity
- (2010) Qing-Gang Wang et al. ADVANCED SYNTHESIS & CATALYSIS
- Combination Catalysis in Enantioselective Trifluoromethylation
- (2010) Yan Zheng et al. ADVANCED SYNTHESIS & CATALYSIS
- Enantioselective Synthesis of Trifluoromethyl-Substituted 2-Isoxazolines: Asymmetric Hydroxylamine/Enone Cascade Reaction
- (2010) Kazutaka Matoba et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Asymmetric [3+2] Cycloadditions of Allenoates and Dual Activated Olefins Catalyzed by Simple Bifunctional N-Acyl Aminophosphines
- (2010) Hua Xiao et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Enantioselective Synthesis of Isoindolines: An Organocatalyzed Domino Process Based On the aza-Morita-Baylis-Hillman Reaction
- (2010) Shinobu Takizawa et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Enantioselective intramolecular Rauhut–Currier reaction catalyzed by chiral phosphinothiourea
- (2010) Jing-Jing Gong et al. CHEMICAL COMMUNICATIONS
- Asymmetric Construction of Stereogenic Carbon Centers Featuring a Trifluoromethyl Group from Prochiral Trifluoromethylated Substrates
- (2010) Jing Nie et al. CHEMICAL REVIEWS
- An Organocatalytic [3+2] Cyclisation Strategy for the Highly Enantioselective Synthesis of Spirooxindoles
- (2010) Arnaud Voituriez et al. CHEMISTRY-A EUROPEAN JOURNAL
- An Unexpected Phosphine-Catalyzed Regio- and Diastereoselective [4+1] Annulation Reaction of Modified Allylic Compounds with Activated Enones
- (2010) Zuliang Chen et al. Chemistry-An Asian Journal
- The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes
- (2010) Anna E. Allen et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Mechanistic investigations of multidentate organocatalyst-promoted counterion catalysis for fast and enantioselective aza-Morita–Baylis–Hillman reactions at ambient temperature
- (2010) Christopher Anstiss et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Enantioselective Friedel−Crafts Reaction of β-Trifluoromethylated Acrylates with Pyrroles and Its Application to the Synthesis of Trifluorinated Heliotridane
- (2010) Yiyong Huang et al. ORGANIC LETTERS
- Enantioselective Organocatalytic Michael Addition of Aldehydes to Trifluoroethylidene Malonates
- (2010) Lele Wen et al. ORGANIC LETTERS
- Organocatalytic and Electrophilic Approach to Oxindoles with C3-Quaternary Stereocenters
- (2010) Jing Peng et al. ORGANIC LETTERS
- Phosphine-Catalyzed Domino Reaction: Highly Stereoselective Synthesis oftrans-2,3-Dihydrobenzofurans from SalicylN-Thiophosphinyl Imines and Allylic Carbonates
- (2010) Peizhong Xie et al. ORGANIC LETTERS
- Highly enantio-, regio- and diastereo-selective one-pot [2 + 3]-cycloaddition reaction via isomerization of 3-butynoates to allenoates,
- (2010) Magesh Sampath et al. Chemical Science
- Enantioselective Trifunctional Organocatalysts for Rate- Enhanced Aza-Morita-Baylis-Hillman Reactions at Room Temperature
- (2009) Jean-Marc Garnier et al. ADVANCED SYNTHESIS & CATALYSIS
- Synthesis of Chiral 2-Phospha[3]ferrocenophanes and their Behaviour as Organocatalysts in [3+2] Cyclization Reactions
- (2009) Arnaud Voituriez et al. ADVANCED SYNTHESIS & CATALYSIS
- Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane
- (2009) Hiroyuki Kawai et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Chemoselective Asymmetric N-Allylic Alkylation of Indoles with Morita-Baylis-Hillman Carbonates
- (2009) Hai-Lei Cui et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Organocatalytic asymmetric allylic alkylation of oxindoles with Morita–Baylis–Hillman carbonates
- (2009) Kun Jiang et al. CHEMICAL COMMUNICATIONS
- Fluorine & chirality: how to create a nonracemic stereogenic carbon–fluorine centre?
- (2009) Dominique Cahard et al. CHEMICAL SOCIETY REVIEWS
- Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis
- (2009) David A. Nagib et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Phosphine-Catalyzed [4 + 3] Annulation for the Synthesis of Highly Functionalized Bicyclo[3.2.2]nonadienes
- (2009) Suqing Zheng et al. ORGANIC LETTERS
- Nitrogen-Containing Organofluorine Derivatives: An Overview
- (2009) Santos Fustero et al. SYNLETT
- Enantioselective Phosphine Organocatalysis
- (2009) Angela Marinetti et al. SYNLETT
- Phosphine-catalyzed [3+3] annulation reaction of modified tert-butyl allylic carbonates and substituted alkylidenemalononitriles
- (2009) Suqing Zheng et al. TETRAHEDRON LETTERS
- Recent advances in enantioselective trifluoromethylation reactions
- (2009) Norio Shibata et al. TETRAHEDRON-ASYMMETRY
- Valine-derived phosphinothiourea as organocatalyst in enantioselective Morita–Baylis–Hillman reactions of acrylates with aromatic aldehydes
- (2009) Jing-Jing Gong et al. TETRAHEDRON-ASYMMETRY
- Chiral phosphine-catalyzed regio- and enantioselective allylic amination of Morita–Baylis–Hillman acetates
- (2009) Guang-Ning Ma et al. TETRAHEDRON-ASYMMETRY
- Update 1 of: Asymmetric Fluorination, Trifluoromethylation, and Perfluoroalkylation Reactions
- (2008) Jun-An Ma et al. CHEMICAL REVIEWS
- Chiral Sterically Congested Phosphane-Amide Bifunctional Organocatalysts in Asymmetric Aza-Morita–Baylis–Hillman Reactions ofN-Sulfonated Imines with Methyl and Ethyl Vinyl Ketones
- (2008) Xiao-Yang Guan et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Chiral Phosphine-Catalyzed Enantioselective Construction of γ-Butenolides Through Substitution of Morita−Baylis−Hillman Acetates with 2-Trimethylsilyloxy Furan
- (2008) Ying-Qing Jiang et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- 2-Phospha[3]ferrocenophanes with Planar Chirality: Synthesis and Use in Enantioselective Organocatalytic [3 + 2] Cyclizations
- (2008) Arnaud Voituriez et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Cooperative, Highly Enantioselective Phosphinothiourea Catalysis of Imine−Allene [3 + 2] Cycloadditions
- (2008) Yuan-Qing Fang et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- A Phosphine-Catalyzed [3 + 2] Annulation Reaction of Modified Allylic Compounds andN-Tosylimines
- (2008) Suqing Zheng et al. ORGANIC LETTERS
- Alcohol-Assisted Phosphine Catalysis: One-Step Syntheses of Dihydropyrones from Aldehydes and Allenoates
- (2008) Gardner S. Creech et al. ORGANIC LETTERS
- Dendritic Chiral Phosphine Lewis Bases-Catalyzed Asymmetric Aza-Morita–Baylis–Hillman Reaction ofN-Sulfonated Imines with Activated Olefins
- (2007) Ying-hao Liu et al. ADVANCED SYNTHESIS & CATALYSIS
- Fluorine in medicinal chemistry
- (2007) Sophie Purser et al. CHEMICAL SOCIETY REVIEWS
- Asymmetric catalytic aza-Morita–Baylis–Hillman reaction using chiral bifunctional phosphine amides as catalysts
- (2007) Ming-Juan Qi et al. TETRAHEDRON
Create your own webinar
Interested in hosting your own webinar? Check the schedule and propose your idea to the Peeref Content Team.
Create NowAsk a Question. Answer a Question.
Quickly pose questions to the entire community. Debate answers and get clarity on the most important issues facing researchers.
Get Started