Isosteviol,the hydrolysate of stevioside,has attracted increasing attention from scientists because of its special molecular skeleton and extensive biological activities.In recent years,due to the continuous rise of o...Isosteviol,the hydrolysate of stevioside,has attracted increasing attention from scientists because of its special molecular skeleton and extensive biological activities.In recent years,due to the continuous rise of organocatalysis,an increasing number of organocatalysts based on isosteviol have been devised and synthesized to facilitate a range of highly enantioselective asymmetric synthesis.The isosteviol-type organocatalysts reported in the literature over the past decade and their applications in asymmetric catalysis are systematically analyzed and elaborated in order to provide assistance for the further design,synthesis,and application of organocatalysis derived from isosteviol.展开更多
Six compounds including five proline derivatives have been prepared and tested as chiral organocatalysts for enantioselective aldol reactions and Michael additions. The enantiomeric excesses, which are highly dependen...Six compounds including five proline derivatives have been prepared and tested as chiral organocatalysts for enantioselective aldol reactions and Michael additions. The enantiomeric excesses, which are highly dependent on the molecular structure of catalysts as well as experimental conditions, have reached over 98%.展开更多
A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield...A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield with up to 93% ee. The usefulness of this methodology was demonstrated in the asymmetric synthesis of the key intermediate of P2X7 receptor antagonists.展开更多
The backbone of D-glucosamine hydrochloride was fine-tuned and modified by protecting the hydroxyl groups. In order to reduce imines with trichlorosilane, the carbohydrate-derived organocatalysts were prepared and scr...The backbone of D-glucosamine hydrochloride was fine-tuned and modified by protecting the hydroxyl groups. In order to reduce imines with trichlorosilane, the carbohydrate-derived organocatalysts were prepared and screened. Methyl-4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyr anoside was found as the best catalyst. The reduction was proceeded under CHCl3 as solvent at 40?C, affording 68% - 94% yield.展开更多
The self-assembly of the precatalyst modules, which are amino acids and cinchona alkaloid derivatives, leads to the direct formation of the desired organocatalysts without any synthesis. These modularly designed organ...The self-assembly of the precatalyst modules, which are amino acids and cinchona alkaloid derivatives, leads to the direct formation of the desired organocatalysts without any synthesis. These modularly designed organocatalysts (MDOs) may be used for catalyzed asymmetric aldol reaction the corresponding aldol products may be obtained in mediocre diastereoselectivities (up to 79 : 21 dr). Depending on structure of the aldehyde substrates, to excellent ee values (up to 92% ee) with moderate展开更多
A series of novel supramolecular organocatalysts of hydroxyprolinamide based on the upper rim of calix[4]arene scaffold have been developed to catalyze enantioselective multi-component Biginelli reaction. Under the op...A series of novel supramolecular organocatalysts of hydroxyprolinamide based on the upper rim of calix[4]arene scaffold have been developed to catalyze enantioselective multi-component Biginelli reaction. Under the optimal conditions, the reactions occurred with moderate-to-excellent enantioselectivities (up to 98% ee). A plausible transition state constructed by the supra- molecular interaction of hydrogen bond and cation-π between catalysts and substrates has been proposed.展开更多
In the recent decade, the development and application of organocatalysis for CO_2 transformation into useful chemicals have attracted much attention. Among these organocatalysts, Lewis base-CO_2 adducts(LB-CO_2) were ...In the recent decade, the development and application of organocatalysis for CO_2 transformation into useful chemicals have attracted much attention. Among these organocatalysts, Lewis base-CO_2 adducts(LB-CO_2) were found to be more efficient.The used Lewis base has great effect on the catalytic activity of its CO_2 adduct. This review reports the recent progress in LB-CO_2 adducts catalyzed the cyclization of CO_2 with epoxides or aziridines to afford cyclic carbonates or oxazolidinones,the carboxylation of CO_2 with propargylic alcohols to α-alkylidene cyclic carbonates, and the reduction of CO_2 to methanol,formamides and methylamines, with the focus on the catalytic mechanism.展开更多
Harnessing photocatalyzed hydrogen atom transfer(HAT)for the precise activation of C–H/O–H bonds is a pivotal yet challenging strategy to selectively drive oxidative C–C bond scission in renewable lignin,yielding v...Harnessing photocatalyzed hydrogen atom transfer(HAT)for the precise activation of C–H/O–H bonds is a pivotal yet challenging strategy to selectively drive oxidative C–C bond scission in renewable lignin,yielding value-added chemicals with exceptional selectivity.Herein,we present a metal-free photochemical strategy that enables selective C–C bond scission in lignin via a unique synergistic HAT pathway driven by triplet-excited 2-ethylanthraquinone(EAQ^(*))and hydroxyl radicals(•OH)generated in situ from EAQH_(2) and O_(2).Under simulated natural conditions,this process achieves a benzaldehyde yield of 146.6 mol%from a lignin-derived phenolic dimer.Mechanistic investigations reveal that preferential activation of the Cα-OH in lignin facilitates a tandem HAT process,forming alkoxy radical intermediates that undergoβ–scission to produce benzaldehyde,as corroborated by extensive control reactions and density functional theory calculations.Furthermore,this straightforward protocol efficiently cleaves the C–C bonds of technical kraft lignins,providing a rapid,scalable,and metal-free protocol for lignin valorization under mild conditions.展开更多
Herein,we report the dynamic kinetic resolution asymmetric acylation ofγ-hydroxy-γ-perfluoroalkyl butenolides/phthalides catalyzed by amino acid-derived bifunctional organocatalysts,and a series of ketals were obtai...Herein,we report the dynamic kinetic resolution asymmetric acylation ofγ-hydroxy-γ-perfluoroalkyl butenolides/phthalides catalyzed by amino acid-derived bifunctional organocatalysts,and a series of ketals were obtained in high yields(up to 95%)and excellent enantioselectivities(up to 99%).In terms of synthetic utility,the reaction can be performed on a gram scale,and the product can be converted into potential biological nucleoside analog.展开更多
Conia-ene reactions,as a type of ene reactions,have not become a remarkable focus until the beginning of21st century,when Lewis acids served as powerful catalysts and found an increasingly broad utilization in this fi...Conia-ene reactions,as a type of ene reactions,have not become a remarkable focus until the beginning of21st century,when Lewis acids served as powerful catalysts and found an increasingly broad utilization in this field.Consequently,the catalytic Conia-ene reactions have gained great significance in synthetic chemistry due to their high efficiency and atom economy on the construction of valuable cyclic molecules.During the past two decades,the rapid development of transition-metal catalysis and organocatalysis has imposed a profound impact on the exploration of asymmetric Conia-ene reactions.As a result,several strategies have been developed and applied successfully.Organized on the basis of the catalytic system,this review comprehensively presents a summary of recent progress achieved in this emerging domain,aimed at highlighting the reactions’features,practicalities,and the mechanistic rationale is presented where possible.展开更多
An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, al...An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, aldehydes, and urea/thiourea is reported. The present methodology is a green approach to access 4-aryl-7-(aryImethylene)-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-2(5H)-ones/thiones. It offers several merits such as simple operational procedures, no use of hazardous organic solvents, and cheap and environmentally friendly solid basic catalyst.展开更多
Pentafluorophenylammonium triflate(PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acet...Pentafluorophenylammonium triflate(PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.展开更多
A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simul...A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simultaneous presence of halide ions in conjunction with acidic-and basic-functional groups on the surface of the nanoparticles makes them highly active for the production of propylene carbonate (PC).The effects of variables such as catalyst loading,reaction temperature,and structure of substituents are discussed.The proposed catalysts were characterized by different techniques,including Fourier transform infrared spectroscopy (FTIR),field emission scanning electron microscopy/energy dispersive X-ray microanalysis (FESEM/EDX),thermogravimetric analysis (TGA),elemental analysis,atomic force microscopy (AFM),and ultraviolet–visible (UV-Vis) spectroscopy.Under optimal reaction conditions,3-bromopropionic acid (BPA) immobilized on N-GQD showed a remarkable activity,affording the highest yield of 98%at 140℃ and 106Pa without any co-catalyst or solvent.These new metal-free catalysts have the advantage of easy separation and reuse several times.Based on the experimental data,a plausible reaction mechanism is suggested,where the hydrogen bonding donors and halogen ion can activate the epoxide,and amine functional groups play a vital role in CO_(2)adsorption.展开更多
Herein we report an efficient organocatalyst for the multicomponent Hantzsch reaction under mild condition.The product easily isolated by simple filtration and catalyst can be recovered.
An enantioselective organo-catalyzed reaction of furanones with α,β-unsaturated ketones has been established herein, which provides an efficient access to chiral bicyclic γ-butyrolactones in good yields, enantiosel...An enantioselective organo-catalyzed reaction of furanones with α,β-unsaturated ketones has been established herein, which provides an efficient access to chiral bicyclic γ-butyrolactones in good yields, enantioselectivities and diastereoselectivities. Further transformations of product are demonstrated. A diamine mediated catalytic cycle is proposed.展开更多
Imidazol-1-yl-acetic acid is introduced as a new, efficient and recyclable green bifunctional organocatalyst for the synthesis of 1,8-dioxooctahydroxanthenes under solvent-free conditions. This catalyst is water solub...Imidazol-1-yl-acetic acid is introduced as a new, efficient and recyclable green bifunctional organocatalyst for the synthesis of 1,8-dioxooctahydroxanthenes under solvent-free conditions. This catalyst is water soluble and can be separated from the products by simple filtration. The filtrate can be evaporated to dryness and recrystallized from cool methanol to give the recovered catalyst. This organocatalyst was used for the synthesis of 1,8-dioxooctahydroxanthenes under solvent-flee conditions and recycled up to 8 consecutive runs without any losing of its efficiency.展开更多
A simple and facile synthesis of 14-aryl and alkyl-14H-dibenzo[a,j]xanthenes and 1,8-dioxooctahydroxanthene derivatives has been successfully developed by treatment of β-naphthol or dimedone with aldehydes under mild...A simple and facile synthesis of 14-aryl and alkyl-14H-dibenzo[a,j]xanthenes and 1,8-dioxooctahydroxanthene derivatives has been successfully developed by treatment of β-naphthol or dimedone with aldehydes under mild conditions in the presence of a pentafluorophenyl ammonium triflate(PFPAT) organocatalyst.These catalytic condensation reactions represent green chemical processes and the PFPAT organocatalyst is air-stable,cost-effective,easy to handle,and easily removed from the reaction mixtures.展开更多
Homogeneous gold catalysis has demonstrated the preponderant capability of realizing a broad range of synthetically versatile alkyne functionalization over the last two decades.Though catalytic asymmetric alkyne trans...Homogeneous gold catalysis has demonstrated the preponderant capability of realizing a broad range of synthetically versatile alkyne functionalization over the last two decades.Though catalytic asymmetric alkyne transformation has focused on the principle of using gold catalysts either associated with chiral phosphine ligand or combined with chiral counterion,a variety of breakthroughs have been reported with the application of gold-complex and chiral organocatalyst cooperative catalysis strategy,which could enable the challenging transformations that cannot be realized by mono-catalysis with excellent stereoselectivity.This review will cover two general protocols in this field,including relay catalysis and synergistic catalysis,with emphasis on the detailed cooperative catalysts models to illustrate the roles of the two catalysts and highlight the potential synthetic opportunities offered by asymmetric cooperative catalysis.展开更多
A convenient method for Morita-Baylis-Hillman reaction of arylaldehydes with methyl acrylate has been developed by using fluorous-tag organocatalyst 1-[4-(perfluorooctyl)phenyl]-3-phenylthiourea and DABCO at room te...A convenient method for Morita-Baylis-Hillman reaction of arylaldehydes with methyl acrylate has been developed by using fluorous-tag organocatalyst 1-[4-(perfluorooctyl)phenyl]-3-phenylthiourea and DABCO at room temperature. The fluorous organocatalyst could be recovered from the reaction mixture by fluorous solid-phase extraction (F-SPE) with excellent purity for direct reuse.展开更多
基金Project supported by the National Natural Science Foundation of China(No.51403053)the University Scientific Innovation Team of Henan Province(No.24IRTSTHN017)。
文摘Isosteviol,the hydrolysate of stevioside,has attracted increasing attention from scientists because of its special molecular skeleton and extensive biological activities.In recent years,due to the continuous rise of organocatalysis,an increasing number of organocatalysts based on isosteviol have been devised and synthesized to facilitate a range of highly enantioselective asymmetric synthesis.The isosteviol-type organocatalysts reported in the literature over the past decade and their applications in asymmetric catalysis are systematically analyzed and elaborated in order to provide assistance for the further design,synthesis,and application of organocatalysis derived from isosteviol.
文摘Six compounds including five proline derivatives have been prepared and tested as chiral organocatalysts for enantioselective aldol reactions and Michael additions. The enantiomeric excesses, which are highly dependent on the molecular structure of catalysts as well as experimental conditions, have reached over 98%.
文摘A family of novel squaramides/sulfamides based on 1,2-alkamine was developed as chiral bifunctional catalysts to promote the asymmetric alcoholysis of meso cyclic anhydrides. The hemiesters were obtained in high yield with up to 93% ee. The usefulness of this methodology was demonstrated in the asymmetric synthesis of the key intermediate of P2X7 receptor antagonists.
文摘The backbone of D-glucosamine hydrochloride was fine-tuned and modified by protecting the hydroxyl groups. In order to reduce imines with trichlorosilane, the carbohydrate-derived organocatalysts were prepared and screened. Methyl-4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyr anoside was found as the best catalyst. The reduction was proceeded under CHCl3 as solvent at 40?C, affording 68% - 94% yield.
文摘The self-assembly of the precatalyst modules, which are amino acids and cinchona alkaloid derivatives, leads to the direct formation of the desired organocatalysts without any synthesis. These modularly designed organocatalysts (MDOs) may be used for catalyzed asymmetric aldol reaction the corresponding aldol products may be obtained in mediocre diastereoselectivities (up to 79 : 21 dr). Depending on structure of the aldehyde substrates, to excellent ee values (up to 92% ee) with moderate
基金financial support from the National Natural Science Foundation of China (21002009, 21072093 & 20872051)the Doctoral Fund of Ministry of Education of China (20090091110017)+1 种基金Priority Academic Program Development of Jiangsu Higher Education Institutionsalso supported by the Fundamental Research Funds for the Central Universities (1107020526 & 1103020505)
文摘A series of novel supramolecular organocatalysts of hydroxyprolinamide based on the upper rim of calix[4]arene scaffold have been developed to catalyze enantioselective multi-component Biginelli reaction. Under the optimal conditions, the reactions occurred with moderate-to-excellent enantioselectivities (up to 98% ee). A plausible transition state constructed by the supra- molecular interaction of hydrogen bond and cation-π between catalysts and substrates has been proposed.
基金supported by the National Natural Science Foundation of China(21402021)the Program for Changjiang Scholars and Innovative Research Team in University(IRT13008)
文摘In the recent decade, the development and application of organocatalysis for CO_2 transformation into useful chemicals have attracted much attention. Among these organocatalysts, Lewis base-CO_2 adducts(LB-CO_2) were found to be more efficient.The used Lewis base has great effect on the catalytic activity of its CO_2 adduct. This review reports the recent progress in LB-CO_2 adducts catalyzed the cyclization of CO_2 with epoxides or aziridines to afford cyclic carbonates or oxazolidinones,the carboxylation of CO_2 with propargylic alcohols to α-alkylidene cyclic carbonates, and the reduction of CO_2 to methanol,formamides and methylamines, with the focus on the catalytic mechanism.
文摘Harnessing photocatalyzed hydrogen atom transfer(HAT)for the precise activation of C–H/O–H bonds is a pivotal yet challenging strategy to selectively drive oxidative C–C bond scission in renewable lignin,yielding value-added chemicals with exceptional selectivity.Herein,we present a metal-free photochemical strategy that enables selective C–C bond scission in lignin via a unique synergistic HAT pathway driven by triplet-excited 2-ethylanthraquinone(EAQ^(*))and hydroxyl radicals(•OH)generated in situ from EAQH_(2) and O_(2).Under simulated natural conditions,this process achieves a benzaldehyde yield of 146.6 mol%from a lignin-derived phenolic dimer.Mechanistic investigations reveal that preferential activation of the Cα-OH in lignin facilitates a tandem HAT process,forming alkoxy radical intermediates that undergoβ–scission to produce benzaldehyde,as corroborated by extensive control reactions and density functional theory calculations.Furthermore,this straightforward protocol efficiently cleaves the C–C bonds of technical kraft lignins,providing a rapid,scalable,and metal-free protocol for lignin valorization under mild conditions.
基金supported by the National Natural Science Foundation of China(Nos.82130103,82151525 and 81903465)the Central Plains Scholars and Scientists Studio Fund(2018002)+1 种基金the Natural Science Foundation of Henan Province(No.212300410051)the Science and Technology Major Project of Henan Province(No.221100310300)。
文摘Herein,we report the dynamic kinetic resolution asymmetric acylation ofγ-hydroxy-γ-perfluoroalkyl butenolides/phthalides catalyzed by amino acid-derived bifunctional organocatalysts,and a series of ketals were obtained in high yields(up to 95%)and excellent enantioselectivities(up to 99%).In terms of synthetic utility,the reaction can be performed on a gram scale,and the product can be converted into potential biological nucleoside analog.
基金financial support from the National Natural Science Foundation of China(Nos.2170217,21772161)the Natural Science Foundation of Fujian Province of China(No.2019J02001)+3 种基金Natural Science Foundation of Shaanxi(No.2018JQ2072)the Youth Training Program of Northwest A&F University(No.2452016006)the President Research Funds from Xiamen University(No.20720180036),PCSIRTScience&Technology Cooperation Program of Xiamen(No.3502Z20183015)。
文摘Conia-ene reactions,as a type of ene reactions,have not become a remarkable focus until the beginning of21st century,when Lewis acids served as powerful catalysts and found an increasingly broad utilization in this field.Consequently,the catalytic Conia-ene reactions have gained great significance in synthetic chemistry due to their high efficiency and atom economy on the construction of valuable cyclic molecules.During the past two decades,the rapid development of transition-metal catalysis and organocatalysis has imposed a profound impact on the exploration of asymmetric Conia-ene reactions.As a result,several strategies have been developed and applied successfully.Organized on the basis of the catalytic system,this review comprehensively presents a summary of recent progress achieved in this emerging domain,aimed at highlighting the reactions’features,practicalities,and the mechanistic rationale is presented where possible.
基金Damghan University Research Council for partial support
文摘An efficient synthesis of Biginelli-type compounds using potassium phthalimide as a green, mild, and commercially available organocatalyst in a one-pot, multi-component cyclocondensation reaction of cyclopentanone, aldehydes, and urea/thiourea is reported. The present methodology is a green approach to access 4-aryl-7-(aryImethylene)-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-2(5H)-ones/thiones. It offers several merits such as simple operational procedures, no use of hazardous organic solvents, and cheap and environmentally friendly solid basic catalyst.
基金supported by the Islamic Azad University,Tonekabon Branch
文摘Pentafluorophenylammonium triflate(PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.
基金supported by Iran National Science Foundation(No.97015707)。
文摘A series of organic compounds were successfully immobilized on an N-doped graphene quantum dot (N-GQD) to prepare a multifunctional organocatalyst for coupling reaction between CO_(2)and propylene oxide (PO).The simultaneous presence of halide ions in conjunction with acidic-and basic-functional groups on the surface of the nanoparticles makes them highly active for the production of propylene carbonate (PC).The effects of variables such as catalyst loading,reaction temperature,and structure of substituents are discussed.The proposed catalysts were characterized by different techniques,including Fourier transform infrared spectroscopy (FTIR),field emission scanning electron microscopy/energy dispersive X-ray microanalysis (FESEM/EDX),thermogravimetric analysis (TGA),elemental analysis,atomic force microscopy (AFM),and ultraviolet–visible (UV-Vis) spectroscopy.Under optimal reaction conditions,3-bromopropionic acid (BPA) immobilized on N-GQD showed a remarkable activity,affording the highest yield of 98%at 140℃ and 106Pa without any co-catalyst or solvent.These new metal-free catalysts have the advantage of easy separation and reuse several times.Based on the experimental data,a plausible reaction mechanism is suggested,where the hydrogen bonding donors and halogen ion can activate the epoxide,and amine functional groups play a vital role in CO_(2)adsorption.
文摘Herein we report an efficient organocatalyst for the multicomponent Hantzsch reaction under mild condition.The product easily isolated by simple filtration and catalyst can be recovered.
基金National Natural Science Foundation of China (Nos. 21877005, 21907059, 22001147)Taishan Scholars Project of Shandong Province (No. tsqn202103027)+2 种基金Distinguished Young Scholars of Shandong Province (Overseas) (No. 2022HWYQ-001)Academic Promotion Programme of Shandong First Medical University (No. 2019LJ003)Natural Science Foundation of Shandong Province (No. ZR2021MB102) for financial support。
文摘An enantioselective organo-catalyzed reaction of furanones with α,β-unsaturated ketones has been established herein, which provides an efficient access to chiral bicyclic γ-butyrolactones in good yields, enantioselectivities and diastereoselectivities. Further transformations of product are demonstrated. A diamine mediated catalytic cycle is proposed.
基金the Islamic Azad University,Sousangerd Branch and Yasouj University for the financial support
文摘Imidazol-1-yl-acetic acid is introduced as a new, efficient and recyclable green bifunctional organocatalyst for the synthesis of 1,8-dioxooctahydroxanthenes under solvent-free conditions. This catalyst is water soluble and can be separated from the products by simple filtration. The filtrate can be evaporated to dryness and recrystallized from cool methanol to give the recovered catalyst. This organocatalyst was used for the synthesis of 1,8-dioxooctahydroxanthenes under solvent-flee conditions and recycled up to 8 consecutive runs without any losing of its efficiency.
基金supported by the Islamic Azad University,Ayatollah Amoli Branch
文摘A simple and facile synthesis of 14-aryl and alkyl-14H-dibenzo[a,j]xanthenes and 1,8-dioxooctahydroxanthene derivatives has been successfully developed by treatment of β-naphthol or dimedone with aldehydes under mild conditions in the presence of a pentafluorophenyl ammonium triflate(PFPAT) organocatalyst.These catalytic condensation reactions represent green chemical processes and the PFPAT organocatalyst is air-stable,cost-effective,easy to handle,and easily removed from the reaction mixtures.
基金Support for this research from the National Natural Science Foundation of China (Nos. 21971262, 81702255)National Postdoctoral Program for Innovative Talents (No. BX20190399)+1 种基金Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery (No. 2019B030301005)The Program for Guangdong Introducing Innovative and Entrepreneurial Teams (No. 2016ZT06Y337)
文摘Homogeneous gold catalysis has demonstrated the preponderant capability of realizing a broad range of synthetically versatile alkyne functionalization over the last two decades.Though catalytic asymmetric alkyne transformation has focused on the principle of using gold catalysts either associated with chiral phosphine ligand or combined with chiral counterion,a variety of breakthroughs have been reported with the application of gold-complex and chiral organocatalyst cooperative catalysis strategy,which could enable the challenging transformations that cannot be realized by mono-catalysis with excellent stereoselectivity.This review will cover two general protocols in this field,including relay catalysis and synergistic catalysis,with emphasis on the detailed cooperative catalysts models to illustrate the roles of the two catalysts and highlight the potential synthetic opportunities offered by asymmetric cooperative catalysis.
基金the project of"Excellence Initiative"and"Zijin Star"in NJUST,"Doctoral Fund of Ministry of Education of China"(No.200802881024)"National Natural Science Foundation of China"(No.20902047) for financial support
文摘A convenient method for Morita-Baylis-Hillman reaction of arylaldehydes with methyl acrylate has been developed by using fluorous-tag organocatalyst 1-[4-(perfluorooctyl)phenyl]-3-phenylthiourea and DABCO at room temperature. The fluorous organocatalyst could be recovered from the reaction mixture by fluorous solid-phase extraction (F-SPE) with excellent purity for direct reuse.