First Total Synthesis of (-)-4-O-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol

First Total Synthesis of (-)-4-0-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl) -coniferyl Alcohol

下载PDF

导出

摘要 The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, iwhdazole, 2,6-lutidine and water in Et2O/CH3CN,gives a chiral secondary allylic alcohol in 94% yield and 92% e.e.. Using this reaction as the key step, we synthesized (-)-coniferyl alcohol derivative 1 steding from the geraniol through nine steps in an overall yield of 39%. The reduction of 2,3-epoxy alcohol, prepared from the Sharpless asymmetric epoxidation, with the system of Ph3P, iodine, iwhdazole, 2,6-lutidine and water in Et2O/CH3CN,gives a chiral secondary allylic alcohol in 94% yield and 92% e.e.. Using this reaction as the key step, we synthesized (-)-coniferyl alcohol derivative 1 steding from the geraniol through nine steps in an overall yield of 39%.

作者 Zuo Sheng LIU Chu Sheng HUANG Jiong LAN Yu Lin LI(National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry,Lanzhou University, Lanzhou, 730000)

出处《Chinese Chemical Letters》 SCIE CAS CSCD 1998年第8期717-720,共4页 中国化学快报（英文版）

关键词 coniferyl alcohol SYNTHESIS coniferyl alcohol synthesis

分类号 O621 [理学—有机化学]

引文网络
相关文献

1Gang ZHOU,Xiao Lei GAO,Yu Kun GUAN,Wei Dong LI,Yu Lin LI.First Total Synthesis of 5_α-Hydroxy-isopterocarpolone[J].Chinese Chemical Letters,2001,12(5):407-408. 被引量：1
2Zuo Sheng LIU,Jiong LAN,Yu Lin LI(National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry,Lanzhou University, Lanzhou, 730000)Ya Cheng XING,Wen CEN(Department of Chemistry, Qingdao University, Qingdao, 266071).Total Synthesis of (3S,6S)-(+)-3,7-Dimethyl-3-acetoxy-6-hydroxy-octa-1,7-diene[J].Chinese Chemical Letters,1999,10(2):111-112.
3Xiao Dong NIE,Wen Ge XIE,Gang LIN,Mao Sen SONG,Xin Fu PAN(Department of Chemistry, State Key Laboratory of Applied Organic Chemistry,Lanzhou University Lanzhou 730000).STUDIES　ON　THE　SYNTHESIS　OF　TRACHYLOBAGIBBERELLINANALOGUE(Ⅱ)SYNTHESIS　OF　DIMETHYLESTER　OF　3-HYDROXY-△1_10-12,16-CYCLOGIBBERELLIN　12[J].Chinese Chemical Letters,1995,6(9):753-754.
4Duan, WH,Cai, JC.Total Synthesis of Saprorthoquinone[J].Chinese Chemical Letters,1997,8(8):695-696. 被引量：1
5Xue Shi MAO,Shi Ping XU,Xiao Tian LIANG(Institute of Materia Medica) (Chinese Academy of Medical Sciences & Peking Union Medical College Beijing 100050).Total Synthesis of Bilobetin and Isoginkgetin[J].Chinese Chemical Letters,1997,8(8):701-704. 被引量：1
6Jin Jun WANG,Chang Jin YAO,Bing Zi CHEN,Gui Ji JIANG(Department of Fine Chemistry, Jilin Chemical Engineering College, Jilin 132022).A Total Synthesis of (±)-α-Chamigrene-3-one[J].Chinese Chemical Letters,1997,8(9):781-784.
7Wen Hu DUAN,Jun Chao CAI (Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 200031).Total Synthesis of Przewaquinone A[J].Chinese Chemical Letters,1997,8(3):205-206.
8Ming Yi WANG ,An Xin Wu and Xin Fu PAN(Department of Chemistry, State Key Laboratory of Applied Organic Chemistry,Lanzhou Universtiy,Lanzhou 730000)Xiao Jiang HAO,Chang Xiang CHEN(Laboratory of Phytochemistry, Kunming Institute of Botany,Academia Sinica.Total Synthesis of (±) Kadsurenin M[J].Chinese Chemical Letters,1997,8(2):101-102. 被引量：2
9Ping XIE,Shu Feng CHEN,Xiao Tian LIANG(Institute of Materia Medica, Chinese Academy of Medical Sciencesand Peking Union Medical College, Beijing 100050).Total Synthesis of (+)Villosol[J].Chinese Chemical Letters,1997,8(2):103-106.
10Huang, DF,Li, L,Zhang, X,Chen, SF.Total Synthesis of Gnetifolin A[J].Chinese Chemical Letters,1997,8(12):0-0.

Chinese Chemical Letters

1998年第8期

浏览历史

内容加载中请稍等...

First Total Synthesis of (-)-4-O-(6'-hydroxy-7'(9')-dehydro-6',7'-dihydrogeranyl)-coniferyl Alcohol

相关作者

相关机构

相关主题

浏览历史