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A facile entry toward multi-substituted chiral cyclic nitrones and N-heterocycles via Pd-catalyzed enantioselective cyclization coupling of alkenyl oxime 认领 引用
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作者 Dongyan Ju Hui Wang +6 位作者 Chuang Zhao Jiahang Li Luoluo Li Xiaoyan Liu Jie Tao Junliang Zhang Jinbo Zhao 《Chinese Chemical Letters》 SCIE CAS CSCD 2026年第7期464-470,共7页
Multi-substituted pyrrolidine and piperidine N-heterocycles are the top scaffolds of clinical drugs,but syntheses of these scaffolds are far from trivial.Herein,we report a highly enantioselective protocol for the syn... Multi-substituted pyrrolidine and piperidine N-heterocycles are the top scaffolds of clinical drugs,but syntheses of these scaffolds are far from trivial.Herein,we report a highly enantioselective protocol for the synthesis of 5-and 6-membered cyclic nitrones via Pd-catalyzed cyclization coupling of alkynyl oximes with aryl,alkenyl and alkynyl(pseudo)halides enabled by chiral sulfonamidephosphine(SadPhos)ligands.These cyclic nitrones products,besides their significance per ser,can be facilely converted to multi-substituted pyrrolidines and piperidines by simple operations.This study also represents the first example of two-component catalytic asymmetric synthesis of cyclic nitrones and provides important insights for further development of enantioselective heterocyclization reaction and processes involving multiple selectivity issues. 展开更多
关键词 Palladium N-Heterocycle Nitrone Oxime Cyclization
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Synthesis of O-glycosylα-aryl nitrones 认领 引用 被引量：4
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作者 Ying Fu Huai Yuan Zhang +3 位作者 Yan Hua Liu Xue Feng Li Dan Feng Huang Yu Lai Hu 《Chinese Chemical Letters》 SCIE CAS 2010年第9期1075-1078,共4页
α-Aryl nitrone are one of the most useful kinds of nitrones and have been extensively explored in recent years.However,the sugar moieties have not been introduced into these molecules before.We presented here an effi... α-Aryl nitrone are one of the most useful kinds of nitrones and have been extensively explored in recent years.However,the sugar moieties have not been introduced into these molecules before.We presented here an efficient synthesis ofα-aryl nitrone Oglycosides via condensation of N-substituted hydroxylamine and aryl aldehydes glycosides in benzene. 展开更多
关键词 Nitrones Glycosides Aryl aldehyde Hydroxylamine Synthesis
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Stereoselective construction of azepine-containing bridged scaffolds via organocata-lytic bicyclization of yne-allenone esters with nitrones 认领 引用 被引量：1
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作者 Meng-Fan Li Shao-Qing Shi +6 位作者 Ting Xu Qian Zhang Wen-Juan Hao Shu-Liang Wang Jianyi Wang Shu-Jiang Tu Bo Jiang 《Chinese Chemical Letters》 SCIE CAS CSCD 2023年第4期309-312,共4页
A new organocatalytic double annulation cascade involving scissionecombination of N-O bonds of nitrones is reported for the first time, and used to produce a range of hitherto unprecedented tricyclic bridged-fused ben... A new organocatalytic double annulation cascade involving scissionecombination of N-O bonds of nitrones is reported for the first time, and used to produce a range of hitherto unprecedented tricyclic bridged-fused benzo[d]azepines bearing three stereogenic centers with moderate to good yields and complete diastereoselectivity. A quinine-catalyzed reaction of yne–allenone esters with nitrones worked well and provided a convergent and regioselective pathway to access these three-dimensional scaffolds from the planar conjugated system. Density functional theory(DFT) calculations have been applied to understand the key process for forming diradical intermediates. 展开更多
关键词 Bicyclization Diastereoselectivity Organocatalysis Bridged heterocycles YNE-allenone esters Nitrones
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Solar Thermochemical Reactions IV: Unusual Reaction of Nitrones with Acetonitrile Derivatives Induced by Solar Thermal Energy 认领 引用
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作者 Ramadan Ahmed Mekheimer Khadijah Mohamed Al-Zaydi +1 位作者 Asma Al-Shamary Kamal Usef Sadek 《Green and Sustainable Chemistry》 2011年第4期176-181,共6页
The behaviour of cyanothioacetamide 1 and the acetonitrile derivatives 6 and 10, respectively, towards the nitrones 2a-i induced by free solar thermal energy is reported. Structures and reaction mechanisms are also di... The behaviour of cyanothioacetamide 1 and the acetonitrile derivatives 6 and 10, respectively, towards the nitrones 2a-i induced by free solar thermal energy is reported. Structures and reaction mechanisms are also discussed. 展开更多
关键词 Nitrones Cyanothioacetamide 2-(Hetaryl)Acetonitrile Derivatives Synthesis Solar Thermal Energy.
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Selective Deoxygenation of Nitrones Mediated by Sm/CoCl_26H_2O Reductive System 认领 引用
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作者 Ji Ming ZHANG Yong Min ZHANG 《Chinese Chemical Letters》 SCIE CAS 2001年第11期945-946,共2页
In the presence of metallic samariumcobalt (II) chloride hexahydrate, the nitrones can be reduced to the corresponding imines in moderate to high yields under mild and neutral conditions.
关键词 Nitrone samarium cobalt (II) chloride hexahydrate.
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Asymmetric[3+2]Dipolar Cycloaddition of Nitrones with Alkynones or Enones Catalyzed by Spiro-Bicyclic Bisborane Catalysts 认领 引用
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作者 Zhi-Hao Chen Lu Liu +3 位作者 Yun-Bo Wang Fu-Hao Zhang Qian-Qian Peng Xiao-Chen Wang 《CCS Chemistry》 CSCD 2026年第4期1809-1817,共9页
Lewis acid-catalyzed enantioselective[3+2]dipolar cycloaddition reactions between 1,3-dipoles and C=C or C≡C bonds conjugated with carbonyl groups have been extensively explored,affording highly diastereo-and enantio... Lewis acid-catalyzed enantioselective[3+2]dipolar cycloaddition reactions between 1,3-dipoles and C=C or C≡C bonds conjugated with carbonyl groups have been extensively explored,affording highly diastereo-and enantioselective transformations with diverse metal-based Lewis acids.However,these methods generally rely on structurally engineered,auxiliary-containing dipolarophiles to achieve bidentate coordination with the catalyst.In contrast,unmodified monodentate dipolarophiles remain challenging because the competitive coordination of the dipole suppresses reactivity,while the structural flexibility of the Lewis acid–dipolarophile complex undermines enantiocontrol.Here we report the first enantioselective[3+2]cycloaddition of nitrones with monodentate alkynones,enabled by a spiro-bicyclic bisborane catalyst.Mechanistic studies and density functional theory calculations revealed that alkynone activation occurred through a dynamic equilibrium involving the catalyst,nitrone,and alkynone,while multiple noncovalent interactions between the catalyst and both reaction partners stabilized the transition-state structures for cycloaddition,essential for enantiocontrol.Moreover,this catalytic system was also amenable to diastereo-and enantioselective cycloaddition of nitrones with monodentate enones. 展开更多
关键词 [3+2]dipolar cycloaddition boron nitrone asymmetric catalysis Lewis acid
Selective 6π-Electrocyclization of N-Vinyl-α,β-Unsaturated Nitrones to Prepare Polysubstituted Pyridine Derivatives 认领 引用
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作者 Li-Yao Ding Yan-Jiao Lu +4 位作者 Jin-Hong Pang Hai-Fang Lin Chun-Hua Chen Hong-Yan Bi Dong-Liang Mo 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2025年第11期1287-1292,共6页
Comprehensive Summary.Herein,we have developed a facile method for the synthesis of various polysubstituted pyridine derivatives through selective 6π-electrocyclization of N-vinyl-α,β-unsaturated nitrones.It was fo... Comprehensive Summary.Herein,we have developed a facile method for the synthesis of various polysubstituted pyridine derivatives through selective 6π-electrocyclization of N-vinyl-α,β-unsaturated nitrones.It was found that gold catalysts promoted carbon-6π-electrocyclization of N-vinyl-α,β-unsaturated nitrones to afford 6-alkenyl pyridine N-oxides in 43%—75%yields,whereas copper catalysts facilitated oxygen-6π-electrocyclization to give 6-epoxy pyridines in 41%—83%yields.The present method features broad substrate scope,good functional group tolerance,high cyclization selectivity,and diversity of polysubstituted pyridine scaffolds. 展开更多
关键词 Nitrones 6π-Electrocyclization Gold catalysis Copper catalysis Pyridine Nitrogen heterocycles Epoxidation Cyclization
Yb(OTf)3-Catalyzed Asymmetric[3+3]Cycloaddition of N-Vinyl Nitrones with Activated Cyclopropanes to Prepare 1,2-Oxazines 认领 引用 被引量：1
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作者 Yu-Zheng Wu Yue Leng +4 位作者 Yi-Xin Chen Shi-Qiu Huang Ning Zou Chun-Hua Chen Dong-Liang Mo 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2025年第4期417-422,共6页
We described a Yb(OTf)3 combined with Pybox ligand catalyzed asymmetric[3+3]cycloaddition of N-vinyl cinnamaldehyde nitrones with activated cyclopropanes to prepare various functionalized 1,2-oxazines in 24%—95% y... We described a Yb(OTf)3 combined with Pybox ligand catalyzed asymmetric[3+3]cycloaddition of N-vinyl cinnamaldehyde nitrones with activated cyclopropanes to prepare various functionalized 1,2-oxazines in 24%—95% yields and 22%—96%ee.Experimental results revealed that the reaction underwent a domino[3+3]cycloaddition,dealkenylation,and aza-1,4-addition in three steps.The chiral 1,2-oxazine could be obtained in gram scales and easily converted into various 1,2-oxazine scaffolds.The present method features broad substrate scope,good functional group compatibility,three-component domino reaction,and asymmetric[3+3]cycloaddition of N-vinyl nitrones with activated cyclopropanes. 展开更多
关键词 Cycloaddition Cyclopropane Nitrone 1,2-Oxazine Asymmetric catalysis Domino reactions Michael addition N-Heterocycle
A Tandem Route toward Isoxazolidine Fused Phospholene Skeleton Involving Dearomative[3+2]Cycloaddition of P-Heteroarenes and Nitrones 认领 引用
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作者 Chenyong Xu Yingqiang Wang +2 位作者 Meng Xiao Rongqiang Tian Zheng Duan 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2025年第10期1161-1166,共6页
The demands for effective assembly of structurally complex molecular scaffolds from simple starting materials are continuously growing along with the development of organic chemistry.We have developed a tandem approac... The demands for effective assembly of structurally complex molecular scaffolds from simple starting materials are continuously growing along with the development of organic chemistry.We have developed a tandem approach that assembles simple 6-chloroethylphosphane,alkynyl imines(or alkynyl ketones),and nitrones into structurally complex isoxazolidine fused phospholene scaffolds through a sequential process involving phospha-Michael addition,intramolecular cyclization,and dearomatizing[3+2]cycloaddition reactions.The isoxazolidine-fused phospholene has three heteroatoms,including a junction phosphorus atom.After removing the coordinated tungsten group,these compounds can serve as potential P-stereogenic ligands and may have biological activities.Contrary to pyrroles and furans,the aromatic 2-phosphapyrroles and 2-phosphafurans are good 2r-electron candidates in the dearomative[3+2]cycloaddition reactions due to the poor overlap of the 2p-3p orbitals of the C=P moiety. 展开更多
关键词 Cycloaddition Phosphane Heterocycles Nitrone Alkynyl imine Dearomatization Phospholene Michael addition
On Water: Free Catalysis Approach for the Synthesis of Nitrones from Hydroxamic Acids and Dimethy/ Diethyl Acetylenedicarboxylate 认领 引用
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作者 Jian Li Yongqin He +4 位作者 Xiaoyu Ren Xiaokang Shi Sizhuo Yang Xiai Gao Guosheng Huang 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第8期1003-1006,共4页
Benzohydroxamic acid reacts with dimethyl acetylenedicarboxylate in the presence of 10 mol% NaOAc to gen- erate （E）-N-（1,4-dimethoxy-l,4-dioxobutan-2-ylidene）-l-phenylcarboxamide oxide in good-to-excellent yield i... Benzohydroxamic acid reacts with dimethyl acetylenedicarboxylate in the presence of 10 mol% NaOAc to gen- erate （E）-N-（1,4-dimethoxy-l,4-dioxobutan-2-ylidene）-l-phenylcarboxamide oxide in good-to-excellent yield in water at room temperature for 2 h, which supplies a simple, efficient and environmentally friendly method to syn- thesize a wide range of nitrones. The benefits of this strategy not only conform to the requirment of green chemisty, but also possess atom economy. 展开更多
关键词 nitrones benzohydroxamic acid dimethyl acetylenedicarboxylate environmentally friendly greenchemisty
[3+3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles 认领 引用 被引量：1
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作者 Weijia Lin Gu Zhan +2 位作者 Minglin Shi Wei Du Yingchun Chen 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2017年第6期857-860,共4页
A [3＋3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4-oxadiazinan-5-one]oxindoles in good to excellent yie... A [3＋3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4-oxadiazinan-5-one]oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxin- doles incorporating a six-membered heterocyclic scaffold. 展开更多
关键词 cycloaddition spirooxindoles azaoxyallyl cations nitrones 1,3-dipoles
Synthesis of 5-Fluoroalkyl Isoxazolidines via 1,3-Dipolar Cycloaddition of Ethyl 2-Hydropolyfluoroalk-2- enoates with Nitrones 认领 引用
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作者 刘金涛 金其辉 +1 位作者 吕贺军 黄维垣 《Chinese Journal of Chemistry》 SCIE CAS 2004年第9期945-949,共5页
Dipolar cycloaddition reactions of ethyl 2-hydropolyfluoroalk-2-enoates (1) with some nitrones were de-scribed. The reaction of 3,4-dihydroisoquinoline N-oxide (2) with 1 took place readily in methylene chloride at ro... Dipolar cycloaddition reactions of ethyl 2-hydropolyfluoroalk-2-enoates (1) with some nitrones were de-scribed. The reaction of 3,4-dihydroisoquinoline N-oxide (2) with 1 took place readily in methylene chloride at room temperature to give the corresponding 5-fluoroalkylisoxazolidines regioselectively as a mixture of two di-astereoisomers (trans and cis) in high yields, while longer reaction time and higher temperature were needed in the case of non-cyclic nitrones. Under similar conditions the reaction of quinoline N-oxide (14) with 1 did not give the expected adducts and a ring-opening product was obtained. 展开更多
关键词 fluoroalkyl isoxazolidine ethyl 2-hydropolyfluoroalk-2-enoate nitrone cycloaddition synthesis
Unusual Cycloadducts from the Dipolar Cycloaddition of Allenyl Perfluoroalkyl Sulfones to Nitrones 认领 引用
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作者 王小进 刘金涛 《Chinese Journal of Chemistry》 SCIE CAS 2007年第5期649-652,共4页
The dipolar cycloaddition reaction of allenyl perfluoroalkyl sulfones （1） to nitrones （2） was described. Unlike nonfluorine-containing allenyl sulfones, 1 reacted readily with 2 in ether at room temperatttre and u... The dipolar cycloaddition reaction of allenyl perfluoroalkyl sulfones （1） to nitrones （2） was described. Unlike nonfluorine-containing allenyl sulfones, 1 reacted readily with 2 in ether at room temperatttre and unusual zwitterionic cycloadducts （3） were obtained in good yields due to the strong electron-withdrawing effect of perfluoroalkyl groups. The structure of 3 was characterized by spectral analyses and X-ray crystallography. 展开更多
关键词 allenyl perfluoroalkyl sulfone nitrone dipolar cycloaddition zwitterion
Rapidly diastereoselective assembly of ten-membered N-heterocycles between two 1,3-dipoles and their diversity to access fused N-heterocycles 认领 引用 被引量：1
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作者 Yan Luo Yan-Jiao Lu +6 位作者 Mei-Mei Pan Yu-Feng Liang Wei-Min Shi Chun-Hua Chen Cui Liang Gui-Fa Su Dong-Liang Mo 《Chinese Chemical Letters》 SCIE CAS CSCD 2025年第5期211-217,共7页
The development of general and practical strategies toward the construction of medium-sized rings is still challenging in organic synthesis,especially for the multiple stereocenters control of substituted groups on th... The development of general and practical strategies toward the construction of medium-sized rings is still challenging in organic synthesis,especially for the multiple stereocenters control of substituted groups on the ring owing to the long distance between groups.Thus,stereoselective synthesis of multi-substituted ten-membered rings is attractive.Herein,a rapid assembly of various highly substituted ten-membered nitrogen heterocycles between two 1,3-dipoles through a tandem[3+3]cycloaddition/aza-Claisen rearrangement of N-vinyl-α,β-unsaturated nitrones and aza-oxyallyl or oxyallyl cations are disclosed.Products containing two or multiple stereocenters could be obtained in up to 96%yield with high regioselectivity and diastereoselectivity.Selective N-O bond cleavages of ten-membered nitrogen heterocycles lead to various novel 5,6,6-perifused benzofurans,bicyclo[4.4.0]or bicyclo[5.3.0]skeletons containing three or multiple continuous stereocenters in good yields and high diastereoselectivity.Biological tests show that the obtained ten-membered N-heterocycles and bicyclo[4.4.0]skeletons inhibited nitric oxide generation in LPS-stimulated RAW264.7 cells and might serve as good anti-inflammatory agents. 展开更多
关键词 1,3-Dipole Ten-membered N-heterocycles Aza-Claisen rearrangement [3+3]Cycloaddition Nitrone Anti-inflammatory
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Nitronic50奥氏体不锈钢的热变形行为 认领 引用 被引量：1
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作者 梁剑雄 王长军 +3 位作者 胡家齐 刘振宝 孙永庆 杨志勇 《金属热处理》 CAS CSCD 北大核心 2017年第9期6-10,共5页
在变形温度为950~1150℃,应变速率为0.01~10 s-1、工程应变量为0.6的条件下,通过Gleeble-3800热模拟试验机对Nitronic50奥氏体不锈钢进行了单道次热压缩变形试验。通过引用Zener-Hollomon参数,对Nitronic50钢进行了本构方程的构建,... 在变形温度为950~1150℃,应变速率为0.01~10 s-1、工程应变量为0.6的条件下,通过Gleeble-3800热模拟试验机对Nitronic50奥氏体不锈钢进行了单道次热压缩变形试验。通过引用Zener-Hollomon参数,对Nitronic50钢进行了本构方程的构建,不同变形条件下计算得到的峰值应力值与实际峰值应力值吻合程度较高。通过动态材料模型绘制了Nitronic50钢的能量耗散图,并结合变形后的组织发现能量耗散低反而易于得到较好的热变形组织,本试验条件下最佳的热变形工艺为变形温度在1000℃附近,变形速率1~10 s-1。 展开更多
关键词 Nitronic50钢 热变形 本构方程 能量耗散图
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Nitronic 50不锈钢低温冲击韧性大幅降低原因分析 认领 引用 被引量：2
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作者 孙德文 陈万华 +1 位作者 祝长江 牟志超 《理化检验（物理分册）》 CAS 2017年第10期750-753,共4页
针对低温风洞运动机构用Nitronic 50奥氏体不锈钢在复检中出现低温冲击吸收能量显著偏低的现象,对该批次不锈钢和参考样品分别取样,进行了化学成分、金相、扫描电镜以及能谱等分析。结果表明:该批次Nitronic 50不锈钢中存在大量短棒状的... 针对低温风洞运动机构用Nitronic 50奥氏体不锈钢在复检中出现低温冲击吸收能量显著偏低的现象,对该批次不锈钢和参考样品分别取样,进行了化学成分、金相、扫描电镜以及能谱等分析。结果表明:该批次Nitronic 50不锈钢中存在大量短棒状的Al N脆性夹杂物,是导致其低温冲击韧性大幅度降低的主要原因;材料晶粒尺寸偏大且存在混晶现象也降低了其冲击韧性。 展开更多
关键词 低温风洞 Nitronic 50奥氏体不锈钢 低温冲击韧性 AlN夹杂物 晶粒尺寸
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Synthesis and glycosidase inhibition of C-7 modified casuarine derivatives 认领 引用
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作者 Bin Cheng Yuki Hirokami +3 位作者 Yi-Xian Li Atsushi Kato Yue-Mei Jia Chu-Yi Yu 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第8期1701-1704,共4页
A series of C-7 modified analogues of casuarine have been synthesized from sugar-derived nitrone and assayed against various glycosidases. Introduction of C-7 aminomethyl or amide group led to sharp decrease of the in... A series of C-7 modified analogues of casuarine have been synthesized from sugar-derived nitrone and assayed against various glycosidases. Introduction of C-7 aminomethyl or amide group led to sharp decrease of the inhibitory activities. 展开更多
关键词 Nitrone 1.3-Dipolar cycloaddition Ammonolysis Glycosidase inhibitors Polyhydroxylated pyrrolizidines
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Synthesis of a novel C-branched polyhydroxylated cyclic nitrone 认领 引用
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作者 Qing-Kun Wu Yi-Xian Li +1 位作者 Yue-Mei Jia Chu-Yi Yu 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第4期909-912,共4页
A novel C-branched polyhydroxylated cyclic nitrone 25.which could be a valuable intermediate for the synthesis of C-branched pyrrolidine iminosugars,was synthesized starting from the commercially available i.-arabinos... A novel C-branched polyhydroxylated cyclic nitrone 25.which could be a valuable intermediate for the synthesis of C-branched pyrrolidine iminosugars,was synthesized starting from the commercially available i.-arabinose in 29.0%total yield. 展开更多
关键词 Cyclic nitrone Branched chain Iminosugars Azasugars Polyhydroxylated pyrrolidine
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Asymmetric 1,3-Dipolar Cycloaddition of the Chiral Nitronic Esters with Acrylate 认领 引用
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作者 Fu An KANG and Cheng Lie Ym 《Chinese Chemical Letters》 SCIE CAS 1997年第12期0-0,共1页
Asymmetric 1,3-dipolar cycloaddihon of the chiral nitronic esters with acrylate giving the enantiomerically pure novel chiral bisheterocyclic compounds is describcd
关键词 Asymmetric 1 3-Dipolar Cycloaddition of the Chiral Nitronic Esters with Acrylate
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Studies on New Additions to 5-Methoxy-2 (5H)-Furanone: 1, 4-Addition of Grignard Reagents, and 1,3-Dipolar Cycloaddition of Silyl Nitronates 认领 引用 被引量：2
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作者 Zhao Yang WANG Jia Ling CUI +1 位作者 Bao Shan DU Qing Hua CHEN 《Chinese Chemical Letters》 SCIE CAS 2001年第4期293-296,共4页
1,4-Addition reaction of Grignard's reagent to 5-methoxy-2(5H)-furanone 1 was accomplished. which provided a new possible route for synthesizing beta -alkyl-Y-alkyloxy-Y-butyrolactone. A novel concise method of pr... 1,4-Addition reaction of Grignard's reagent to 5-methoxy-2(5H)-furanone 1 was accomplished. which provided a new possible route for synthesizing beta -alkyl-Y-alkyloxy-Y-butyrolactone. A novel concise method of preparing fused heterocyclic compounds was offered by 1,3-dipolar cycloaddition reaction of silyl nitronates to 1. 展开更多
关键词 Michael addition Grignard reagent 1 3-dipolar cycloaddition silyl nitronates.
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