Phosphine‐Catalyzed Asymmetric [4+2] Annulation of Vinyl Ketones with Oxindole‐Derived α,β‐Unsaturated Imines: Enantioselective Syntheses of 2′,3′‐Dihydro‐1′<i>H</i>‐spiro[indoline‐3,4′‐pyridin]‐2‐ones
Advanced Synthesis & CatalysisPublished 13 November 2013
Xiaonan Zhang, Gen‐Qiang Chen, Xiang Dong, Yin Wei, Min Shi
Citations60
SJR quartileQ1
SJR score0.93
SNIP0.92
Generate an AI Snapshot to get a quick, structured summary of this paper.
Study Snapshot
ObjectiveStudy objective
MethodsResearch methodology
PopulationPopulation studied
Sample sizeSample sizes
OutcomesStudy outcomes here
ResultsStudy results comes here
LimitationsResearch study limitations comes here
A concise AI-generated summary of the paper will appear here once you click Generate AI Snapshot.
Abstract
Abstract A novel asymmetric [4+2] annulation of vinyl ketones with oxindole‐derived α,β‐unsaturated imines has been developed in the presence of a multifunctional thiourea‐phosphine catalyst derived from a natural amino acid, providing the first phosphine‐catalyzed enantioselective synthesis of 2′,3′‐dihydro‐1′ H ‐spiro[indoline‐3,4′‐pyridin]‐2‐ones in good yields with excellent stereoselectivities under mild conditions. magnified image
Keywords
Chemistry
Chemical ReviewsIsatins As Privileged Molecules in Design and Synthesis of Spiro-Fused Cyclic Frameworks
1,581 Citations2012Girija S. Singh, Zelalem Yibralign Desta
Chemical ReviewsThe Asymmetric Intramolecular Heck Reaction in Natural Product Total Synthesis
1,471 Citations2003Amy B. Dounay, Larry E. Overman
European Journal of Organic ChemistryConstruction of Spiro[pyrrolidine‐3,3′‐oxindoles] − Recent Applications to the Synthesis of Oxindole Alkaloids
1,444 Citations2003Christiane Marti, Erick M. Carreira
Advanced Synthesis & CatalysisCatalytic Asymmetric Synthesis of Oxindoles Bearing a Tetrasubstituted Stereocenter at the C‐3 Position
1,248 Citations2010Feng Zhou, Yun‐Lin Liu +1 more
SynthesisAsymmetric Syntheses of Oxindole and Indole Spirocyclic Alkaloid Natural Products
1,059 Citations2009Barry M. Trost, Megan K. Brennan
This review highlights the advances in the literature up to May2009 in the synthesis of spirocyclic indoline natural products, including bothenantioselective and diastereoselectives methods.
Accounts of Chemical ResearchReactions of Electron-Deficient Alkynes and Allenes under Phosphine Catalysis
1,018 Citations2001Xiyan Lu, Chunming Zhang +1 more
This study illuminates the unusual phenomena and shows how understanding of the central problem to generate a 1,3-dipole from alkynoates or allenoates by interaction with various phosphines allows control of the reaction.
Advanced Synthesis & CatalysisNucleophilic Phosphine Organocatalysis
969 Citations2004Joey L. Methot, William Roush
Chemical Society ReviewsPhosphine-triggered synthesis of functionalized cyclic compounds
730 Citations2008Long‐Wu Ye, Jian Zhou +1 more
This tutorial review summarizes the recent achievements in nucleophilic phosphine catalysis and describes how phosphines can be easily tailored to efficient annulation reactions with good control over reaction selectivity.
Organic & Biomolecular ChemistryStrategies for the enantioselective synthesis of spirooxindoles
684 Citations2012Nicolas R. Ball‐Jones, Joseph J. Badillo +1 more
This review features efficient strategies for the enantioselective synthesis of spirocyclic oxindoles, focusing on reports in 2010 and 2011, and is organized based on two primary disconnection strategies, and then further subdivided into the type and ring size of the spirocycle that is generated.
Journal of the American Chemical SocietyStructure-Based Design of Potent Non-Peptide MDM2 Inhibitors
649 Citations2005Ke Ding, Yipin Lu +11 more
These studies provide a convincing example that structure-based strategy can be employed to design highly potent, non-peptide, cell-permeable, small-molecule inhibitors to target protein-protein interaction, which remains a very challenging area in chemical biology and drug design.
Journal of the American Chemical SocietyOrganocatalytic Synthesis of Spiro[pyrrolidin-3,3′-oxindoles] with High Enantiopurity and Structural Diversity
572 Citations2009Xiaohua Chen, Qiang Wei +3 more
The straightforward construction of spirooxindole skeletons with high stereo- and regioselectivity suggests a new avenue to medicinal chemistry and diversity-oriented synthesis.
Accounts of Chemical ResearchMultifunctional Chiral Phosphine Organocatalysts in Catalytic Asymmetric Morita−Baylis−Hillman and Related Reactions
550 Citations2010Yin Wei, Min Shi
The refinement of catalysts for the Morita-Baylis-Hillman reaction is described, highlighting a series of multifunctional chiral phosphines that have been developed and synthesized over the past decade, and it is demonstrated that the reactivities and enantioselectivies of these multifunctionals can be adjusted by enhancing the reactive center's nucleophilicity, which can be finely tuned by varying nearby hydrogen-bonding donors.
Journal of the American Chemical SocietyThe Asymmetric Total Synthesis of (+)- and (−)-Spirotryprostatin B
433 Citations2000Paul R. Sebahar, Robert M. Williams
Journal of the American Chemical SocietyCore-Structure-Motivated Design of a Phosphine-Catalyzed [3 + 2] Cycloaddition Reaction: Enantioselective Syntheses of Spirocyclopenteneoxindoles
426 Citations2011Bin Tan, Nuno R. Candeias +1 more
A novel organocatalytic asymmetric [3+2] cycloaddition reaction between methyleneindolinones and allylic compounds yielding complex spirocyclopentaneoxindoles has been developed and provides extraordinary levels of enantioselective control involving a chiral phosphine as a nucleophilic organoc atalyst.
Angewandte Chemie International EditionHighly Enantioselective [3+2] Annulation of Morita–Baylis–Hillman Adducts Mediated by <scp>L</scp>‐Threonine‐Derived Phosphines: Synthesis of 3‐Spirocyclopentene‐2‐oxindoles having Two Contiguous Quaternary Centers
417 Citations2011Fangrui Zhong, Xiaoyu Han +2 more
SynlettEnantioselective Phosphine Organocatalysis
417 Citations2009Angéla Marinetti, Arnaud Voituriez
Journal of the American Chemical SocietyEnantioselective Construction of Spirocyclic Oxindolic Cyclopentanes by Palladium-Catalyzed Trimethylenemethane-[3+2]-Cycloaddition
417 Citations2007Barry M. Trost, Nicolai Cramer +1 more
A catalytic asymmetric protocol for the synthesis of spirocyclic oxindolic cyclopentanes in excellent yields and enantioselectivities is reported, allowing for the first time the construction of up to three adjacent stereogenic centers.
Journal of the American Chemical SocietyCooperative, Highly Enantioselective Phosphinothiourea Catalysis of Imine−Allene [3 + 2] Cycloadditions
391 Citations2008Yuan‐Qing Fang, Eric N. Jacobsen
A new family of phosphinthiourea catalysts was developed for the highly enantioselective synthesis of 2-aryl-2,5-hydropyrroles via a [3 + 2] cycloaddition of an electron-deficient allene with aryl and heteroaryl diphenylphosphinoylimines.
Accounts of Chemical ResearchEngaging Zwitterions in Carbon−Carbon and Carbon−Nitrogen Bond-Forming Reactions: A Promising Synthetic Strategy
370 Citations2006Vijay Nair, Rajeev S. Menon +3 more
An Account of carbon-carbon and carbon-nitrogen bond-forming reactions mediated by zwitterions generated by the addition of organic nucleophiles to activated unsaturated systems highlighting their synthetic potential is presented.
TetrahedronThe Rauhut–Currier reaction: a history and its synthetic application
359 Citations2009Carrie E. Aroyan, Alpay Dermenci +1 more
Journal of the American Chemical SocietyEnantioselective [3 + 2]-Cycloadditions Catalyzed by a Protected, Multifunctional Phosphine-Containing α-Amino Acid
353 Citations2007Bryan J. Cowen, Scott J. Miller
Journal of the American Chemical SocietyAsymmetric [3 + 2] Cycloaddition of 2,3-Butadienoates with Electron-Deficient Olefins Catalyzed by Novel Chiral 2,5-Dialkyl-7-phenyl-7- phosphabicyclo[2.2.1]heptanes
346 Citations1997Guoxin Zhu, Zhaogen Chen +4 more
Bioorganic & Medicinal ChemistrySynthesis and evaluation of some new spiro indoline-based heterocycles as potentially active antimicrobial agents
336 Citations2004A. H. Abdel-Rahman, Eman M. Keshk +2 more
Several new spiro indoline-based heterocycles were synthesized by prior preparation of the 4-(2'-oxo-indol-3'-ylidene)-oxazol-5-one derivatives and subsequent reaction of the produced indol- 3-ylidenes based heterocycle with activated nitrile reagents.
Journal of the American Chemical SocietyChiral Phosphine Lewis Bases Catalyzed Asymmetric aza-Baylis−Hillman Reaction of N-Sulfonated Imines with Activated Olefins
333 Citations2005Min Shi, Lianhui Chen +1 more
An effective bifunctional Lewis base and Bronsted acid phosphine Lewis base system has been disclosed in this catalytic, asymmetric aza-Baylis-Hillman reaction and the mechanistic insight has been investigated by 31P and 1H NMR spectroscopic measurements.
Angewandte Chemie International EditionAsymmetric [3+2] Cycloadditions of Allenoates and Dual Activated Olefins Catalyzed by Simple Bifunctional <i>N</i>‐Acyl Aminophosphines
302 Citations2010Hua Xiao, Zhuo Chai +5 more
Angewandte Chemie International EditionIdentification of Thiazolidinones Spiro‐Fused to Indolin‐2‐ones as Potent and Selective Inhibitors of the <i>Mycobacterium tuberculosis</i> Protein Tyrosine Phosphatase B
292 Citations2010Viktor V. Vintonyak, Karin Warburg +5 more
Journal of the American Chemical SocietyEnantioselective [3 + 2] Cycloaddition of Allenes to Acrylates Catalyzed by Dipeptide-Derived Phosphines: Facile Creation of Functionalized Cyclopentenes Containing Quaternary Stereogenic Centers
289 Citations2011Xiaoyu Han, You‐Qing Wang +2 more
D-Thr-L-tert-Leu-derived catalyst 4c promoted [3 + 2] cycloaddition of allenoates to α-substituted acrylates in a regiospecific and stereoselective manner, furnishing functionalized cyclopentenes with quaternary stereogenic centers in high yields and with excellent enantioselectivities.
Journal of the American Chemical Society2-Phospha[3]ferrocenophanes with Planar Chirality: Synthesis and Use in Enantioselective Organocatalytic [3 + 2] Cyclizations
266 Citations2008Arnaud Voituriez, Armen Panossian +3 more
Planar chiral phosphines displaying a new ferrocenophane scaffold displaying high levels of asymmetric induction in the organocatalytic annulation reaction between allenes and electron-poor olefins are prepared via a stereoselective approach.
Organic LettersOrganocatalytic Asymmetric Formal [4 + 2] Cycloaddition for the Synthesis of Spiro[4-cyclohexanone-1,3′-oxindoline] Derivatives in High Optical Purity
234 Citations2010Qiang Wei, Liu‐Zhu Gong
A bifunctional organocatalytic asymmetric formal [4 + 2] cycloaddition reaction of Nazarov reagents and methyleneindolinones afforded spiro[4-cyclohexanone-1,3'-oxindoline] derivatives with excellent enantioselectivity (up to 98% ee).
Angewandte Chemie International EditionVersatile Enantioselective [3+2] Cyclization between Imines and Allenoates Catalyzed by Dipeptide‐Based Phosphines
227 Citations2011Xiaoyu Han, Fangrui Zhong +2 more
A highly enantioselective [3+2] cyclization between imines and allenoates is developed by Lu and co-workers using the dipeptide-based phosphine A catalyst, which was carefully optimized for this reaction.
Journal of the American Chemical SocietyApplication of a New Chiral Phosphepine to the Catalytic Asymmetric Synthesis of Highly Functionalized Cyclopentenes That Bear an Array of Heteroatom-Substituted Quaternary Stereocenters
216 Citations2011Yuji Fujiwara, Gregory C. Fu
Through the design and synthesis of a new chiral phosphepine, the first catalytic asymmetric method for the [3 + 2] cycloaddition of allenes with olefins has been developed that generates cyclopentenes that bear nitrogen-, phosphorus-, oxygen-, and sulfur-substituted quaternary stereocenters.
Chemistry - A European JournalAn Organocatalytic [3+2] Cyclisation Strategy for the Highly Enantioselective Synthesis of Spirooxindoles
207 Citations2010Arnaud Voituriez, Nathalie Pinto +3 more
3-spirocyclopentane-2-oxindole scaffolds are embodied in natural alkaloid derivatives such as marcfortines, citrinadins cyclopiamines, notoamide and versicolamides and they also find applications in the area of medicinal chemistry.
Journal of the American Chemical SocietyHighly Enantioselective Regiodivergent Allylic Alkylations of MBH Carbonates with Phthalides
207 Citations2012Fangrui Zhong, Jie Luo +3 more
Journal of the American Chemical SocietyEnantioselective Rauhut−Currier Reactions Promoted by Protected Cysteine
195 Citations2006Carrie E. Aroyan, Scott J. Miller
Highly enantioselective examples of the Rauhut−Currier cycloisomerization reaction are reported, and a mechanistic model is advanced that may account for reaction selectivity that is predicated on organizational chelation of K ion in the product-determining step in which the Cys derivative undergoes elimination.
Angewandte Chemie International EditionEnantioselective Synthesis of α‐Alkylidene‐γ‐Butyrolactones: Intramolecular Rauhut–Currier Reaction Promoted by Acid/Base Organocatalysts
190 Citations2012Shinobu Takizawa, Tue Minh‐Nhat Nguyen +3 more
Chemical CommunicationsChiral phosphine Lewis base catalyzed asymmetric aza-Baylis–Hillman reaction of N-sulfonated imines with methyl vinyl ketone and phenyl acrylate
171 Citations2003Min Shi, Lianhui Chen
In the aza-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone (MVK) promoted by chiral phosphine Lewis base: (R)-2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-ol, the a zealous adducts 1 were obtained in good yields with high ee at -30 degrees C in THF.
European Journal of Medicinal ChemistryRhodium(II) acetate-catalyzed stereoselective synthesis, SAR and anti-HIV activity of novel oxindoles bearing cyclopropane ring
166 Citations2011Garima Kumari, Nutan Nutan +3 more
The very low level of in vitro HIV inhibition, in comparison to predicted EC(50) values on the basis of computational studies, during CEM-GFP screening using AZT as positive control indicated that probably the HIV RT is not the viral target and the molecules work through some different mechanism.
Pure and Applied ChemistrySynthetic methodology using tertiary phosphines as nucleophilic catalysts
156 Citations2005Xiyan Lu, Yishu Du +1 more
Organic LettersCrossed Intramolecular Rauhut−Currier-Type Reactions via Dienamine Activation
147 Citations2009Eugenia Marqués‐López, Raquel P. Herrera +5 more
This work investigates a novel strategy that involves the formation of electron rich dienamines as key intermediates in the intramolecular Rauhut-Currier reaction, and provides an efficient entry to the iridoid framework.
Angewandte ChemieHighly Enantioselective [3+2] Annulation of Morita–Baylis–Hillman Adducts Mediated by <scp>L</scp>‐Threonine‐Derived Phosphines: Synthesis of 3‐Spirocyclopentene‐2‐oxindoles having Two Contiguous Quaternary Centers
146 Citations2011Fangrui Zhong, Xiaoyu Han +2 more
Organic LettersAsymmetric Construction of Functionalized Bicyclic Imides via [3 + 2] Annulation of MBH Carbonates Catalyzed by Dipeptide-Based Phosphines
119 Citations2012Fangrui Zhong, Guo-Ying Chen +3 more
A highly enantioselective [3 + 2] annulation of MBH carbonates and maleimides catalyzed by chiral phosphines has been developed and functionalized bicyclic imides were prepared in excellent yields, and with high diastereoselectivities and nearly perfect enantiosity.
Organic LettersRational Design of Organocatalyst: Highly Stereoselective Michael Addition of Cyclic Ketones to Nitroolefins
118 Citations2009Bin Tan, Xiaofei Zeng +3 more
Angewandte Chemie International EditionEnantioselective Synthesis of Isoindolines: An Organocatalyzed Domino Process Based On the aza‐Morita–Baylis–Hillman Reaction
113 Citations2010Shinobu Takizawa, Naohito Inoue +2 more
The organocatalytic asymmetric domino process is a very attractive method because of its ability to construct complexchiral molecules from readily available substrates under mild reaction conditions in two or more steps in a single operation.
Chemical CommunicationsPhosphine-catalyzed asymmetric [4+1] annulation of Morita–Baylis–Hillman carbonates with dicyano-2-methylenebut-3-enoates
112 Citations2012Xiaonan Zhang, Hong‐Ping Deng +3 more
A novel asymmetric [4+1] annulation of MBH carbonates with dicyano-2-methylenebut-3-enoates has been developed for the first time, providing an efficient and enantioselective synthesis of highly functionalized cyclopentenes bearing one all-carbon quaternary stereogenic center.
Chemical CommunicationsAsymmetric [3+2] annulation of allenes with maleimides catalyzed by dipeptide-derived phosphines: facile creation of functionalized bicyclic cyclopentenes containing two tertiary stereogenic centers
110 Citations2011Qianyi Zhao, Xiaoyu Han +3 more
Angewandte Chemie International EditionCatalytic Asymmetric [4+2] Annulation Initiated by an Aza‐Rauhut–Currier Reaction: Facile Entry to Highly Functionalized Tetrahydropyridines
109 Citations2012Zugui Shi, Peiyuan Yu +2 more
Under ambient conditions, this protocol provides straightforward access to densely functionalized, enantioenriched tetrahydropyridines with high levels of sterecontrol in good to excellent yields.
Angewandte ChemieAsymmetric [3+2] Cycloadditions of Allenoates and Dual Activated Olefins Catalyzed by Simple Bifunctional <i>N</i>‐Acyl Aminophosphines
105 Citations2010Hua Xiao, Zhuo Chai +5 more
Organic LettersAccess to Spirocyclic Oxindoles via N-Heterocyclic Carbene-Catalyzed Reactions of Enals and Oxindole-Derived α,β-Unsaturated Imines
99 Citations2012Kun Jiang, Bhoopendra Tiwari +1 more
A diastereoselective access to β-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described, challenging β, β-disubstituted α,β-unsaturated imines to react with enals.
Organic & Biomolecular ChemistryMultifunctional chiral phosphines-catalyzed highly diastereoselective and enantioselective substitution of Morita–Baylis–Hillman adducts with oxazolones
94 Citations2011Yuan‐Liang Yang, Chengkui Pei +1 more
The synergistic interaction between hydrogen bond donor site and nucleophilic site has been discussed, indicating that finely tuning the active sites of the multifunctional phosphine organocatalysts is very important.
Chemical CommunicationsConstruction of adjacent spiro-quaternary and tertiary stereocenters through phosphine-catalyzed asymmetric [3+2] annulation of allenoates with alkylidene azlactones
92 Citations2012De Wang, Yin Wei +1 more
Chemistry - A European JournalEnantioselective Intramolecular Crossed Rauhut–Currier Reactions through Cooperative Nucleophilic Activation and Hydrogen‐Bonding Catalysis: Scope and Mechanistic Insight
87 Citations2011Xu‐Fan Wang, Liang Peng +6 more
A highly efficient and enantioselective intramolecular crossed Rauhut-Currier reaction of nitroolefins with tethered enonates has been developed through cooperative nucleophilic activation and a hydrogen-bonding catalytic strategy.
Angewandte Chemie International EditionStereoselective Phosphine‐Catalyzed Synthesis of Highly Functionalized Diquinanes
84 Citations2009Jonathan E. Wilson, Jianwei Sun +1 more
This report exploits this reactivity to achieve phosphine-catalyzed diastereoselective transformations of acyclic precursors into highly functionalized diquinanes that bear multiple (three or four) contiguous stereocenters.
Advanced Synthesis & CatalysisEnantioselective Intermolecular Rauhut–Currier Reaction of Electron‐Deficient Allenes with Maleimides
84 Citations2011Qianyi Zhao, Chengkui Pei +2 more
The first example of a β-isocupreidine (β-ICD)-catalyzed highly enantioselective intermolecular Rauhut-Currier reaction of maleimides with allenoates and penta-3,4-dien-2-one has been developed, allowing the synthesis of optically active functionalized allene derivatives in good to high yields along with good to excellent enantiOSElectivities.
Advanced Synthesis & CatalysisEnantioselective Synthesis of Highly Functionalized Trifluoromethyl‐Bearing Cyclopentenes: Asymmetric [3+2] Annulation of Morita–Baylis–Hillman Carbonates with Trifluoroethylidenemalonates Catalyzed by Multifunctional Thiourea‐Phosphines
82 Citations2012Hong‐Ping Deng, Yin Wei +1 more
A catalytic method for the asymmetricannulation of Morita–Baylis–Hillman carbonates with trifluoroethylidenemalonates has been developed, affording highly functionalized trifLUoromethyl-bearing cyclopentenes in excellent yields, high diastereoselectivities and enantioselectivity under mild conditions.
European Journal of Organic ChemistryChiral Bifunctional Thiourea–Phosphane Organocatalysts in Asymmetric Allylic Amination of Morita–Baylis–Hillman Acetates
82 Citations2011Hong‐Ping Deng, Yin Wei +1 more
Organic LettersEnantioselective Intramolecular Formal [2 + 4] Annulation of Acrylates and α,β-Unsaturated Imines Catalyzed by Amino Acid Derived Phosphines
82 Citations2012Zhichao Jin, Ruojie Yang +4 more
The first chiral phosphine-catalyzed activation of acrylates for intramolecular formal [2 + 4] reactions with unsaturated imines is described, which afford N-heterocycles with exceptionally high diastereo- and enantioselectivities.
Chemical CommunicationsEnantioselective intramolecular Rauhut–Currier reaction catalyzed by chiral phosphinothiourea
81 Citations2010Jing‐Jing Gong, Tian-Ze Li +2 more
With L-valine-derived phosphinothiourea, the intramolecular Rauhut-Currier reaction of bis(enones) was achieved in good yields and with excellent enantioselectivities.
ACS CatalysisPhosphine-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
81 Citations2013Xiaonan Zhang, Min Shi
The multifunctional chiral thiourea-phosphines having an axially chiral binaphthyl scaffold are effective catalysts for the asymmetric variant of this reaction, giving the α-regioisomers in good yields and moderate enantioselectivities.
Angewandte Chemie International EditionEnantioselective Intermolecular Crossed‐Conjugate Additions between Nitroalkenes and α,β‐Enals through a Dual Activation Strategy
80 Citations2009Cheng Zhong, Yunfeng Chen +3 more
The title reaction was developed by using a Lewis base/iminium activation strategy and the products were additionally transformed into a single enantiomer of a substituted pyrrolidine with excellent retention of configuration.
The Journal of Organic ChemistryDevelopment of a Cysteine-Catalyzed Enantioselective Rauhut−Currier Reaction
77 Citations2010Carrie E. Aroyan, Alpay Dermenci +1 more
The enhanced effects of water as an additive and the chelating power of potassium in achieving higher enantiomer ratios are discovered in the development of an enantioselective Rauhut-Currier process using a cysteine-based catalyst.
Chemistry - A European JournalEnantioselective One‐Pot Synthesis of α‐Amino Esters by a Phosphine‐Catalyzed [3+2]‐Cycloaddition Reaction
75 Citations2011Marianne Steurer, Kim L. Jensen +2 more
The potential of this annulation strategy using chiral phosphine catalysts in asymmetric [3+2]-cycloaddition reactions of electron-deficient allenes and alkynes with α,β-unsaturated carbonyl compounds was studied more intensively.
Angewandte ChemieEnantioselective Synthesis of α‐Alkylidene‐γ‐Butyrolactones: Intramolecular Rauhut–Currier Reaction Promoted by Acid/Base Organocatalysts
73 Citations2012Shinobu Takizawa, Tue Minh‐Nhat Nguyen +3 more
Angewandte ChemieVersatile Enantioselective [3+2] Cyclization between Imines and Allenoates Catalyzed by Dipeptide‐Based Phosphines
70 Citations2011Xiaoyu Han, Fangrui Zhong +2 more
Chiral Bifunctional Thiourea-Phosphane Organocatalysts in Asymmetric Allylic Amination of Morita-Baylis-Hillman Acetates
67 Citations2011邓红平, Yin Wei +1 more
Chemistry - A European Journal[4+2] Annulation of Vinyl Ketones Initiated by a Phosphine‐Catalyzed Aza‐Rauhut–Currier Reaction: A Practical Access to Densely Functionalized Tetrahydropyridines
53 Citations2012Zugui Shi, Qinjie Tong +2 more
European Journal of Organic ChemistryPreparation of Chiral Multifunctional Thiourea–Phosphanes and Synthesis of Chiral Allylic Phosphites and Phosphane Oxides through Asymmetric Allylic Substitution Reactions of Morita–Baylis–Hillman Carbonates
53 Citations2011Hong‐Ping Deng, Min Shi
European Journal of Organic ChemistryA Highly Nucleophilic Multifunctional Chiral Phosphane‐Catalyzed Asymmetric Intramolecular Rauhut–Currier Reaction
43 Citations2012Xiaonan Zhang, Min Shi
An asymmetric variant of the intramolecular Rauhut–Currier (RC) reaction can be achieved using a highly nucleophilic multifunctional chiral phosphane; the corresponding cyclopentene and cyclohexene derivatives are produced in moderate to good yields and with good to excellent enantioselectivities.
Angewandte ChemieEnantioselective Synthesis of Isoindolines: An Organocatalyzed Domino Process Based On the aza‐Morita–Baylis–Hillman Reaction
34 Citations2010Shinobu Takizawa, Naohito Inoue +2 more
Angewandte ChemieEnantioselective Intermolecular Crossed‐Conjugate Additions between Nitroalkenes and α,β‐Enals through a Dual Activation Strategy
30 Citations2009Cheng Zhong, Yunfeng Chen +3 more
Angewandte ChemieStereoselective Phosphine‐Catalyzed Synthesis of Highly Functionalized Diquinanes
21 Citations2009Jonathan E. Wilson, Jianwei Sun +1 more