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《JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE)》 2000-02
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ASYMMETRIC MICHAEL ADDITION OF CHIRAL 5[(1S)-ENDO-BORNYLOXY]-2(5H)-FURANONE WITH THIOPHENOLS

Cui Jialing Chen Qingde Du Baoshan Li He (Department of Chemistry, Beijing Normal University, 100875, Binjing, China)  
The asymmetric Michael addition reactions of thiophenols with liquid epimeric mixture 5 (-) bornyloxy 2(5H) furanone 4( R)+4(S ) ( n(4(R))∶n(4(S)) =50∶50)is studied, which is prepared by reaction of the chiral anxiliary borneol with 5 hydroxy 2(5H) furanone 1. 7 diastereomeric mixtures are obtained. Among them, the solid diastereoisomers 6d( R )+6d( S ) are separated by mean of preferential crystallization, which give one optically pure compound 6d( S ) with d.e.98 % .The method provide a new route for preparing optically pure diastereoisomer based on liquid epimers.
【Fund】: 国家自然科学基金资助项目!(2 96 72 0 0 4)
【CateGory Index】: O621.259.4
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【References】
Chinese Journal Full-text Database 2 Hits
1 Sun Chengke- 1,2) Ma Siyu- 1) Li Zonghe- 1) ( 1)Department of Chemistry, Beijing Normal University, 100875, Beijing, China; 2) Department of Chemistry, Qujing Normal College, 655000, Qujing, Yunnan , China );THEORETICAL STUDY ON THE STEREOSELECTIVITY OF INTRAMOLECULAR 4-METHYL-5-ETHENYL-HEPTANITRILE OXIDE CYCLOADDITION[J];JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE);2000-03
2 ZHENG Lü-yin,YANG Ding-qiao,WANG Zhao-yang,Li Wen-hui,JIANG Qi-jun(College of Chemistry and Environment,South China Normal University,Guangzhou 510631,China);Application of 5-Alkoxy-2(5H)-furanone in Organic Synthesis[J];Chinese Journal of Synthetic Chemistry;2005-05
【Co-citations】
Chinese Journal Full-text Database 10 Hits
1 Huang Min Chen Qinghua (Department of Chemistry, Beijing Normal University, 100875, Beijing, China);STUDIES ON TANDEM ASYMMETRIC DOUBLE MICHAEL ADDTION AND INTERNAL NUCLEOPHILIC SUBSTITUTION[J];JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE);2000-01
2 ZOU Chang 1, DU Bao shan 2, CHEN Qing hua 2 (1.Nanchang University,Nanchang 330027,China;2.Beijing Normal University,Beijing 100875,China);Asymmetric Michael Addition Reaction of Chiral 5-(l-menthyloxy)-2(5H)-furanone[J];JOURNAL OF JIANGXI NORMAL UNIVERSITY (NATURAL SCIENCES EDITION);1999-03
3 ZOU Chang1, DU Bao shan2, CHEN Qing hua2 (1.Shunde Polytechnic,Shunde Guangdong 528300,China;2.Beijing Normal University,Beijing 100875,China);Asymmetric 1,3-Dipolar Cycloaddition of Chiral 5-(l-menthyloxy)-2(5H)-furanone[J];Journal of Jiangxi Normal University (Natural Sciences Edition);2001-01
4 GE Jun-ying~1,ZHOU Guo-bin~2,LIU Fang~1,SONG Xin-lu~1,LUO Guo-qiang~1,CHEN Hui-zong~(1*)(1.Institute of Chemistry and Chemical Engineering Sciences,Jiangxi Normal University,Nanchang 330027,China;2.College of Chemistry and Environmental Engineering,Shandong Univeristy of Science and Technology,Qindao Shandong 266510,China);Natural Chiron Borneol Applied in α-Substitution Lactic Acid Asymmetric Synthesis[J];Journal of Jiangxi Normal University(Natural Sciences Edition);2006-05
5 HUANG Hui; CHEN Qing-Hua(Department of Chemistry, Betjing Normal University, Beijing 100875, China);Synthesis of 3-Bicyclo[3.3.0]octene Derivatives Containing Multiple Chiral Centers[J];CHEMICAL RESEARCH IN CHINESE UNIVERSITIES;1999-09
6 ZHENG Lü-yin,YANG Ding-qiao,WANG Zhao-yang,Li Wen-hui,JIANG Qi-jun(College of Chemistry and Environment,South China Normal University,Guangzhou 510631,China);Application of 5-Alkoxy-2(5H)-furanone in Organic Synthesis[J];Chinese Journal of Synthetic Chemistry;2005-05
7 MA Yin-jian,ZHU Hong,LI Xue-qiang(a.Key Laboratory of Energy Sources and Chemical Engineering;b.Development Center of Natural Products and Medication;c.Department of Chemistry and Chemical Engineering,1.Ningxia University,Yinchuan 750021,China);Synthesis of Chiral 1,3,4-Oxadiazole Thioether Derivatives[J];Chinese Journal of Synthetic Chemistry;2007-03
8 ZHU Honga,MA Yin-jiana,LI Xue-qiang*a,b,c (Ningxia University,a.College of Chemistry and Chemical Engineering;b.Key Laboratory of Energy Sources and Chemical Engineering;c.Development Center of Natural Products and Medication,Yinchuan 750021,China),Huaxue Shiji,2007,29(7),385~388;Synthesis of new chiral derivatives of d-pseudoephedrine[J];Chemical Reagents;2007-07
9 Wang Zhaoyang, Chen Qinghua;A Novel Synthetic Route to 7-Aza-4-methoxy-3,6-dioxobicyclo[3.3.0]-octen-2-one Derivatives[J];Chemistry;2002-01
10 ZHU Hong1,YANG Jin-hui2,3,4,LI Xue-qiang2,3,4(1.Assets Administrative Office of Ningxia University,Yin Chuan 750021,China; 2.Key Laboratory of Energy Sources and Chemical Engineering of Ningxia,Yin Chuan 750021,China; 3.Developmental Center of Natural Products and Medication,Yin Chuan 750021,China; 4.College of Chemistry and Chemical Engineering,Ningxia University,Yinchuan 750021,China);Synthesis of derivatives of bornel containing chiral amines[J];Chemical Research and Application;2008-07
【Co-references】
Chinese Journal Full-text Database 10 Hits
1 Huang Min Chen Qinghua (Department of Chemistry, Beijing Normal University, 100875, Beijing, China);STUDIES ON TANDEM ASYMMETRIC DOUBLE MICHAEL ADDTION AND INTERNAL NUCLEOPHILIC SUBSTITUTION[J];JOURNAL OF BEIJING NORMAL UNIVERSITY(NATURAL SCIENCE);2000-01
2 Zhang Huabei Qi Chuanmin Feng Shujuan Fu Limin Huang Xiaobin (Department of Chemistry, Beijing Normal University, 100875, Beijing, China);PREPARATION OF LABELLED SMALL NOVEL N_4 LIGANDS TECHNETIUM-99m COMPLEXES FOR IMAGING AGENTS AND BIODISTRIBUTION IN MICE[J];Journal of Beijing Normal University(Natural Science);2002-02
3 ZOU Chang 1, DU Bao shan 2, CHEN Qing hua 2 (1.Nanchang University,Nanchang 330027,China;2.Beijing Normal University,Beijing 100875,China);Asymmetric Michael Addition Reaction of Chiral 5-(l-menthyloxy)-2(5H)-furanone[J];JOURNAL OF JIANGXI NORMAL UNIVERSITY (NATURAL SCIENCES EDITION);1999-03
4 $ Gao Genzhi (Chemistry Department, Qufu Normal University, Qufu 273165) Yu Shitao, Yang Jinzong (Department of Fine Chemicals, Dalian University of Technology, Dalian 116012);PREPARATION OF SO 2- 4/TiO 2 Al 2O 3 SnO 2 AND ITS CATALYTIC PROPERTIES FOR THE SYNTHESIS OF DIOCTYL ADIPATE[J];CHINESE JOURNAL OF CATAL YSIS;1996-01
5 XI Hong-min~(1,2),ZHAN Rui-rui~2,ZOU Xian-zhi~2,ZHAN Yong-fu~2,ZHANG Rong-chang~2(1.College of Geoexploration Science and Technology,Jilin University,Changchun 130026,China;2.Department of Chemistry,College of Science,Beihua University,Changchun 132013,China);Research in modification of S_2O~(2-)_8/ZrO_2 nanosolid superacid systems[J];Journal of Northeast Normal University;2006-03
6 Zhang Yunhuai Xu Yi Chen Changgou Ou Zhongwen (College of ,Chongqing University);Studies on the Formation Mechanism of SO 2- 4/ZrO 2 Solid Superacid[J];JOURNAL OF CHONGQING UNIVERSITY(NATURAL SCIENCE EDITION);1999-01
7 HUANG Hui; CHEN Qing-Hua(Department of Chemistry, Betjing Normal University, Beijing 100875, China);Synthesis of 3-Bicyclo[3.3.0]octene Derivatives Containing Multiple Chiral Centers[J];CHEMICAL RESEARCH IN CHINESE UNIVERSITIES;1999-09
8 ZHANG Li, WANG Lin, CHEN Jian-Min*(Department of Environmental Science & Engineering, Fudan University, Shanghai 200433, China);Studies of Peroxodisulfated Zirconia Solid Superacid[J];CHEMICAL RESEARCH IN CHINESE UNIVERSITIES;2000-01
9 LI Xue-Qiang~, GONG Bo-Lin, WANG Feng-Rong (Department of Chemistry & Chemical Engineering, Ningxia University, Yinchuan 750021, China) CHEN Qing-Hua, WANG Zhi-Dan (Department of Chemistry, Beijing Normal University, Beijing 100875, China);Michael Addition-elimination Reactions of Chiral 5-Alkoxy-3,4-dihalo-2(5H)-Furanones in DMF[J];Chemical Research In Chinese Universities;2001-01
10 LI Xue Qiang, CHEN Qinq Hua  (Department of Chemistry, Beijing Normal University, Beijing 100875, China);Synthesis and Structure of the Chiral Dialkyl Phosphonate Derivatives[J];Chemical Research In Chinese Universities;2001-10
【Secondary References】
Chinese Journal Full-text Database 2 Hits
1 SUN Cheng ke,LIN Xue fei (Department of Chemistry,Qujing Normal College,Qujing 655000,China);The reaction mechanism of intramolecular 8-dimethyl- 7-methoxy-5-ethenyl-nonanenitrile oxide cycloaddition[J];Journal Fo Molecular Science;2002-01
2 LIN Xue-fei, SUN Cheng-ke (Department of Chemistry,Qujing Normal College,Yunnan Qujing 655000,China);Theoretical Study on the Stereoselectivity of Intramolecular Cycloadditions of 7-methoxy-5-ethenyl-octanitrile Oxide[J];;2002-01
【Secondary Citations】
Chinese Journal Full-text Database 1 Hits
1 Chen, Qing-Hua~* Geng, Zhe (Department of Chemistry, Beijing Normal University, Beijing, 100875);A New Chiral Source Optically Pure 5-(1-MenthyIoxy-3, 4-dichloro-2 (5H) -furanone, Its Synthesis and Structure[J];Acta Chimica Sinica;1993-06
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