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A parallel approach to direct resolution of albuterol

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Chinese Science Bulletin 2010年第25期55卷 2814-2816页

作者： ZHONG QingLin PENG XiaoHua WU TongFei FU FangMin CUI Xin ZHU Jin DENG JinGen National Engineering Research Center of Chiral Drugs and key laboratory of asymmetric synthesis & chirotechnology of sichuan province Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 China

A library consisting of a series of O,O'-diaryzoyl-L-(-)-tartaric acids (2) was designed and synthesized. The substituent on the aromatic ring of 2 significantly affects the diastereomeric excess and efficiency of the resolution of racemic albuterol (1). Excel-lent resolving reagent 2a was selected for the resolution of rac-1 via the parallel approach. However,a family of three resolving reagents failed to improve the resolution efficiency of rac-1.

关键词：沙丁胺醇并行方式直接解选择试剂 Excel RAC 脂肪酸酒石酸

A New Cyclization/Decarboxylation Reaction of Isatins with Acyl Chlorides for the Facile synthesis of 3-Alkenyl-oxindoles

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Chinese Journal of Chemistry 2014年第9期32卷 844-852页

作者： Lin Chen Zhijun Wu Lin Peng Qilin Wang Xiaoying Xu Lixin Wang key laboratory of asymmetric synthesis and chirotechnology of sichuan province Chengdu Institute of Organic ChemistryChinese Academy of SciencesChengduSichuan 610041China Chengdu Institute of Biology Chinese Academy of SciencesChengduSichuan 610041China University of Chinese Academy of Sciences Beijing 10039China

The first cyclization/decarboxylation reaction of isatins with acyl chlorides promoted by 4-dimethylaminopyridine(DMAP)was described and a series of desired 3-alkenyl-oxindoles were obtained in good yields(up to 80%)a... 详细信息

关键词： cyclization/decarboxylation isatin acyl chloride 3-alkenyl-oxindole

Metal- and Organo-catalyzed asymmetric Reactions Using Chiral Amino Alcohol as Chiral Source

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Metal- and Organo-catalyzed Asymmetric Reactions Using Chira...

asymmetric Michael Reaction of Malononitrile Catalyzed by Chiral Ru(Ⅱ) Complex and Achiral Base

中国化学会第四届有机化学学术会议

作者：蒋耀忠宓爱巧龚流柱 key laboratory for asymmetric synthesis and chirotechnology of sichuan province union Lab of asymmetric synthesis Chengdu Institute of Organic ChemistryChinese Academy of Sciences Chengdu610041 key laboratory for asymmetric synthesis and chirotechnology of sichuan province union Lab of asymmetric synthesis Chengdu Institute of Organic ChemistryChinese Academy of Sciences Chengdu610041 key laboratory for asymmetric synthesis and chirotechnology of sichuan province union Lab of asymmetric synthesis Chengdu Institute of Organic ChemistryChinese Academy of Sciences Chengdu610041

＜正＞In recent 20 years, metal-and organo-catalyzed asymmetric reactions have been performed using optically pure diphenyl amino alcohols as chiral source by our group [1-5]. The excellent results have obtained with ...

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有机化学 2003年第Z1期23卷 61-61页

作者： MA Ya-Ping XING Zhi-Kui ZHU Jin CUI Xin CUN Lin-Feng DENG Jin-Gen key laboratory of asymmetric synthesis and chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry the Chinese Academy of Sciences Chengdu 610041

　　Michael addition reactions represent one of the most important carbon-carbon bond forming reactions in modern synthetic organic chemistry. [1 ～3] We achieved catalytic enantioselective Michael addition reactions of malononitrile with chiral vicinal diamine-Ru(Ⅱ) complex in the presence of achiral base. High yields and moderate ee were observed.……

关键词： addition reactions organic chemistry

asymmetric Michael Addition of Activated Alkenes to Nitro Alkenes Catalyzed by Organic Catalyst

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有机化学 2003年第Z1期23卷 62-62页

作者： XUE Dong CHEN Yong-Chun CUI Xin WANG Qi-Wei ZHU Jin DENG Jin-Gen key laboratory of asymmetric synthesis and chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041

　　Enantioselective Michael addition is one of the most powerfulbond-forming reaction in organic synthesis. [1] A mong the Michael acceptors, nitro alkenes are very attractive, because the nitro group is the most electron-withdrawing group known and it can serve as masked functionality to be further transformed after the addition has taken place. [2] Recently, asymmetric Michael reactions catalyzed by organic catalyst have draw much attention.[3]……

关键词： organic synthesis Michael addition nitro group

asymmetric Transfer Hydrogenation of Prochiral Ketones in Aqueous Media with New Water-Soluble Chiral Vicinal Diamine as Ligand

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有机化学 2003年第Z1期23卷 63-63页

作者： ZHU Jin MA Ya-Ping LIU Hui CHEN Li CUI Xin DENG Jin-Gen key laboratory of asymmetric synthesis and chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041

　　As a consequence of the increasing demand for atom economy and environmental friendly methods, the water soluble ligands and their metal complexes are of great interest in catalytic synthesis because of simpler product sepa ration and the possibility of recycling. [1] Unique reactivity and selectivity are often observed in aqueous reactions. [2]Recently, we have developed a new water-soluble chiral vicinal diamine and synthesized its mono-N-tosylated derivative for the first time. The application of its mono-N-tosylated derivative in catalytic asymmetric transfer hydrogenation of prochiral ketones was examined in aqueous media. High activity (up to ＞ 99 % conv. ) and good enatioselectivity ( up to 98% ee ) were achieved for most of prochiral aromatic ketones in organic solvent free system. [3]……

关键词： Aqueous Media Prochiral Ketones transfer hydrogenation environmental friendly solvent free system catalytic synthesis prochiral ketones aromatic ketones metal complexes water soluble aqueous media atom economy

asymmetric Diethylzinc Addition to N-Diphenylphosphinoyl Benzalimine Mediated by Imino Alcohols

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有机化学 2004年第Z1期24卷 47-页

作者： ZHANG,Hai-Le FANG,Chun-Mei GONG,Liu-Zhu MI,Ai-Qiao CUI,Xin JIANG,Yao-Zhong key laboratory of asymmetric synthesis and chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041

As our continuous efforts to search for easily accessible ligands for dialkylzinc addition to imines,[1] in this paper,we would like to present a family of chiral imino alcohols 3 derived from 1,2-diphenyl-2-aminoethanol which will be evaluated for the titled reaction. We believed that this kind of chiral ligands could be good chiral ligands for the diethylzinc addition to imines based on two points: (1) The excellent asymmetrically inductive properties of 1,2-diphenyl-2-aminoethanol and its derivatives have been proven in many reactions. (2) The conformation of the nitrogen in the chiral imines 3 is restricted by imine function which is similar to chiral oxazolines reported in our recent work.……

关键词： chiral ligands chiral imines

Practical Preparation of tert-Butanesulfinamide Based on Resolution of tert-Butanesulfinate by Molecular Complexation with BINOL

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有机化学 2003年第Z1期23卷 60-60页

作者： SUN Xiao-Xia SUN Shang-Jin LIAO Jian WU Jia-Shou CUI Xin ZHU Jin DENG Jin-Gen key laboratory of asymmetric synthesis and chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041

Since its introduction in 1997, tert-butanesulfinamide (1) has proven to an extremely versatile chiral ammonia equivalent for the asymmetric synthesis of amines[1]. However, practical methods for the preparation of en... 详细信息

关键词： asymmetric synthesis methods for

Transfer Hydrogenation of C= C Double Bonds Catalyzed by Ruthenium Amido-Complexes: Scopes, Limitation and Enantioselectivity

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有机化学 2004年第Z1期24卷 53-页

作者： XUE,Dong CHENG,Ying-Chun CUI,Xin WANG,Qi-Wei ZHU,Jin DENG,Jin-Gen key laboratory of asymmetric synthesis & chirotechnology of sichuan province and union laboratory of asymmetric synthesis Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041

The reduction of C = C double bonds is one of the most fundamental synthetic transformations and plays a key role in the manufacturing of a wide variety of bulk and fine chemicals. Hydrogenation of olefinic substrates can be achieved readily with molecular hydrogen in many cases, but transfer hydrogenation methods using suitable donor molecules such as formic acid or alcohols are receiving increasing attention as possible synthetic alternatives because it requires no special equipment and avoids the handling of potentially hazardous gaseous hydrogen.……

关键词： transfer hydrogenation molecular hydrogen formic acid