Applications of Chiral Phosphine-Based Organocatalysts in Catalytic Asymmetric Reactions

Asymmetric Michael Addition of Oxindoles to Allenoate Catalyzed byN-Acyl Aminophosphine: Construction of Functionalized Oxindoles with Quaternary Stereogenic Center

(2014) Jinhao Chen et al.   ADVANCED SYNTHESIS & CATALYSIS

Phosphine-Catalyzed Asymmetric Formal [4+2] Tandem Cyclization of Activated Dienes with Isatylidenemalononitriles: Enantioselective Synthesis of Multistereogenic Spirocyclic Oxindoles

(2014) Fang-Le Hu et al.   ADVANCED SYNTHESIS & CATALYSIS

Phosphine-Catalyzed Enantioselective γ-Addition of 3-Substituted Oxindoles to 2,3-Butadienoates and 2-Butynoates: Use of Prochiral Nucleophiles

(2014) Tianli Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Organocatalyzed Formal [4+2] Cycloaddition of Ketimines with Allenoates: Easy Access to a Tetrahydropyridine Framework with a Chiral Tetrasubstituted Stereogenic Carbon Center

(2014) Shinobu Takizawa et al.   Asian Journal of Organic Chemistry

Phosphine-Catalyzed Asymmetric [4+2] Annulation of Vinyl Ketones with Oxindole-Derived α,β-Unsaturated Imines: Enantioselective Syntheses of 2′,3′-Dihydro-1′H-spiro[indoline-3,4′-pyridin]-2-ones

(2013) Xiao-Nan Zhang et al.   ADVANCED SYNTHESIS & CATALYSIS

P-chirogenic organocatalysts: application to the aza-Morita–Baylis–Hillman (aza-MBH) reaction of ketimines

(2013) Shinobu Takizawa et al.   CHEMICAL COMMUNICATIONS

Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs

(2013) Yi Chiao Fan et al.   CHEMICAL COMMUNICATIONS

Lewis base-catalyzed reactions of cyclopropenones: novel synthesis of mono- or multi-substituted allenic esters

(2013) Yuan-Liang Yang et al.   CHEMICAL COMMUNICATIONS

Recent Advances in Organocatalytic Asymmetric Morita–Baylis–Hillman/aza-Morita–Baylis–Hillman Reactions

(2013) Yin Wei et al.   CHEMICAL REVIEWS

Phosphane-Catalyzed [3+2] Cycloaddition Reaction of Allenoate and Cyclic Imines: A Simple and Efficient Method for Synthesis of Benzo-Fused Cyclic Sulfamidate Heterocycles

(2013) You-Qing Wang et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Phosphine-Catalyzed [3 + 2] Cycloaddition of Sulfamate-Derived Cyclic Imines with Allenoate: Synthesis of Sulfamate-Fused Dihydropyrroles

(2013) Hao Yu et al.   JOURNAL OF ORGANIC CHEMISTRY

The origin of enantioselectivity in the l-threonine-derived phosphine–sulfonamide catalyzed aza-Morita–Baylis–Hillman reaction: effects of the intramolecular hydrogen bonding

(2013) Richmond Lee et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Asymmetric Construction of Spirocyclopentenebenzofuranone Core Structures via Highly Selective Phosphine-Catalyzed [3 + 2] Cycloaddition Reactions

(2013) Klaus Albertshofer et al.   ORGANIC LETTERS

Synthesis, Molecular Structure, and Catalytic Evaluation of Centrostereogenic Ferrocenophane Phosphines

(2013) Petr Štěpnička et al.   ORGANOMETALLICS

A New BINOL-Derived Chiral Bifunctional Phosphine Organocatalyst: Preparation and Application in Asymmetric (Aza)-Morita-Baylis-Hillman Reactions

(2013) Chunzhang Wang et al.   PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS

Phosphine-Catalyzed [3 + 2] Cycloaddition of 4,4-Dicyano-2-methylenebut-3-enoates with Benzyl Buta-2,3-dienoate and Penta-3,4-dien-2-one

(2013) Xiao-Nan Zhang et al.   ACS Catalysis

Enantioselective Synthesis of Highly Functionalized Trifluoromethyl-Bearing Cyclopentenes: Asymmetric [3+2] Annulation of Morita-Baylis-Hillman Carbonates with Trifluoroethylidenemalonates Catalyzed by Multifunctional Thiourea-Phosphines

(2012) Hong-Ping Deng et al.   ADVANCED SYNTHESIS & CATALYSIS

Chiral Phosphine Catalyzed Asymmetric Michael Addition of Oxindoles

(2012) Fangrui Zhong et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Asymmetric [4+2] Annulation Initiated by an Aza-Rauhut-Currier Reaction: Facile Entry to Highly Functionalized Tetrahydropyridines

(2012) Zugui Shi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of α-Alkylidene-γ-Butyrolactones: Intramolecular Rauhut-Currier Reaction Promoted by Acid/Base Organocatalysts

(2012) Shinobu Takizawa et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita–Baylis–Hillman carbonates with maleimides

(2012) Hong-Ping Deng et al.   Beilstein Journal of Organic Chemistry

[4+2] Annulation of Vinyl Ketones Initiated by a Phosphine-Catalyzed Aza-Rauhut-Currier Reaction: A Practical Access to Densely Functionalized Tetrahydropyridines

(2012) Zugui Shi et al.   CHEMISTRY-A EUROPEAN JOURNAL

Diastereo- and Enantioselective [3 + 2] Cycloaddition Reaction of Morita–Baylis–Hillman Carbonates of Isatins with N-Phenylmaleimide Catalyzed by Me-DuPhos

(2012) Yan Wang et al.   JOURNAL OF ORGANIC CHEMISTRY

Highly Enantioselective Regiodivergent Allylic Alkylations of MBH Carbonates with Phthalides

(2012) Fangrui Zhong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric [3 + 2] annulation of N-protected isatins with but-3-yn-2-one catalyzed by DIOP: facile creation of enantioenriched spiro[furan-2,3′-indoline]-2′,4(5H)-dione

(2012) Zhong Lian et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Chiral phosphine-catalyzed asymmetric allylic alkylation of 3-substituted benzofuran-2(3H)-ones or oxindoles with Morita–Baylis–Hillman carbonates

(2012) De Wang et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Highly enantioselective [4 + 2] cycloadditions of allenoates and dual activated olefins catalyzed by N-acyl aminophosphines

(2012) Hua Xiao et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Enantioselective Intramolecular Formal [2 + 4] Annulation of Acrylates and α,β-Unsaturated Imines Catalyzed by Amino Acid Derived Phosphines

(2012) Zhichao Jin et al.   ORGANIC LETTERS

Asymmetric Construction of Functionalized Bicyclic Imides via [3 + 2] Annulation of MBH Carbonates Catalyzed by Dipeptide-Based Phosphines

(2012) Fangrui Zhong et al.   ORGANIC LETTERS

Enantioselective synthesis of spirocyclic cyclopentenes: asymmetric [3+2] annulation of 2-arylideneindane-1,3-diones with MBH carbonates derivatives catalyzed by multifunctional thiourea–phosphines

(2012) Fangle Hu et al.   TETRAHEDRON

Facile synthesis of α-methylidene-γ-butyrolactones: intramolecular Rauhut–Currier reaction promoted by chiral acid–base organocatalysts

(2012) Shinobu Takizawa et al.   TETRAHEDRON

Planar chiral [2.2]paracyclophane-based phosphine-Brønsted acid catalysts bearing exceptionally high reactivity for aza-Morita–Baylis–Hillman reaction

(2012) Shinji Kitagaki et al.   TETRAHEDRON LETTERS

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

Versatile Enantioselective [3+2] Cyclization between Imines and Allenoates Catalyzed by Dipeptide-Based Phosphines

(2011) Xiaoyu Han 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

Development of asymmetric phosphine-promoted annulations of allenes with electron-deficient olefins and imines

(2011) Qian-Yi Zhao et al.   CHEMICAL COMMUNICATIONS

Asymmetric [3+2] annulation of allenes with maleimides catalyzed by dipeptide-derived phosphines: facile creation of functionalized bicyclic cyclopentenes containing two tertiary stereogenic centers

(2011) Qianyi Zhao et al.   CHEMICAL COMMUNICATIONS

Enantioselective One-Pot Synthesis of α-Amino Esters by a Phosphine-Catalyzed [3+2]-Cycloaddition Reaction

(2011) Marianne Steurer et al.   CHEMISTRY-A EUROPEAN JOURNAL

Bifunctional N-Acyl-Aminophosphine-Catalyzed Asymmetric [4+2] Cycloadditions of Allenoates and Imines

(2011) Hua Xiao et al.   CHEMISTRY-A EUROPEAN JOURNAL

Phosphine-Catalyzed [4+2] Annulations of 2-Alkylallenoates and Olefins: Synthesis of Multisubstituted Cyclohexenes

(2011) Yang S. Tran et al.   Chemistry-An Asian Journal

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

Nitrogen- and Phosphorus-Containing Lewis Base Catalyzed [4+2] and [3+2] Annulation Reactions of Isatins with But-3-yn-2-one

(2011) Zhong Lian et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Diastereo- and Enantioselective Construction of γ-Butenolides through Chiral Phosphane-Catalyzed Allylic Alkylation of Morita-Baylis-Hillman Acetates

(2011) Yin Wei et al.   EUROPEAN 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

Enantioselective Morita–Baylis–Hillman reaction promoted by l-threonine-derived phosphine–thiourea catalysts

(2011) Xiaoyu Han et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

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

l-Threonine-Derived Novel Bifunctional Phosphine−Sulfonamide Catalyst-Promoted Enantioselective Aza-Morita−Baylis−Hillman Reaction

(2011) Fangrui Zhong et al.   ORGANIC LETTERS

Novel Amino Acid Based Bifunctional Chiral Phosphines

(2011) Yixin Lu et al.   SYNLETT

Enantioselective carbon–sulfur bond formation: γ additions of aryl thiols to allenoates catalyzed by a chiral phosphepine

(2011) Yuji Fujiwara et al.   Chemical Science

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

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

Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry

(2010) Deevi Basavaiah et al.   CHEMICAL REVIEWS

2-(Acetoxymethyl)buta-2,3-dienoate, a Versatile 1,4-Biselectrophile for Phosphine-Catalyzed (4 +n) Annulations with 1,n-Bisnucleophiles (n= 1, 2)

(2010) Qiongmei Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Phosphine-Catalyzed Formation of Carbon−Sulfur Bonds: Catalytic Asymmetric Synthesis of γ-Thioesters

(2010) Jianwei Sun et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Phosphine-Catalyzed Asymmetric Synthesis of β-Lactones from Arylketoketenes and Aromatic Aldehydes

(2010) Mukulesh Mondal 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

Phosphine-Catalyzed Enantioselective Synthesis of Oxygen Heterocycles

(2009) Ying Kit Chung et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective catalysis and complexity generation from allenoates

(2009) Bryan J. Cowen et al.   CHEMICAL SOCIETY REVIEWS

Phosphine-Promoted [3 + 3] Annulations of Aziridines With Allenoates: Facile Entry Into Highly Functionalized Tetrahydropyridines

(2009) Hongchao Guo et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective Phosphine Organocatalysis

(2009) Angela Marinetti et al.   SYNLETT

Chiral phosphine-catalyzed regio- and enantioselective allylic amination of Morita–Baylis–Hillman acetates

(2009) Guang-Ning Ma et al.   TETRAHEDRON-ASYMMETRY

The oxa-Michael reaction: from recent developments to applications in natural product synthesis

(2008) Carl F. Nising et al.   CHEMICAL SOCIETY REVIEWS

Phosphine-triggered synthesis of functionalized cyclic compounds

(2008) Long-Wu Ye et al.   CHEMICAL SOCIETY REVIEWS

Catalytic Asymmetric Synthesis of Chiral Phosphanes

(2008) David S. Glueck   CHEMISTRY-A EUROPEAN JOURNAL

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