| タイトル | Preparation of (Z)-3-acetoxy-5-carbomethoxy-l-cyclohexene |
| 参考URL | http://ir.lib.u-ryukyu.ac.jp/handle/20.500.12000/9535 |
| 著者（日） | 鈴鹿, 俊雅; 永富, 百合恵 |
| 著者（英） | Suzuka, Toshimasa; Nagatomi, Yurie |
| 著者所属（日） | 琉球大学; 琉球大学 |
| 著者所属（英） | University of the Ryukyus; University of the Ryukyus |
| 発行日 | 2009-03 |
| 発行機関など | Faculty of Science, University of the Ryukyus
琉球大学理学部 |
| 刊行物名 | Bulletin of the College of Science, University of the Ryukyus
琉球大学理学部紀要 |
| 号 | 87 |
| 開始ページ | 77 |
| 終了ページ | 79 |
| 刊行年月日 | 2009-03 |
| 言語 | eng |
| 抄録 | (Z)-3-Acetoxy-5-carbomethoxy-l-cyclohexene was prepared via according to the reported procedures. Thus, iodolactonization of (rac)-3-cyclohexene-l-carboxylic acid followed by elimination of iodide with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gave the unsaturated lactone in 86% yield for 2 steps. Alcoholysis of the obtained lactone with sodium methoxide in methanol afforded (Z)-5-carbomethoxy-3-hydroxy-1-cyclohexene in 95% yield with sole isomer. Acetylation of the alcohol 4 was carried out with AcCl and pyridine in CH2Cl2 at 0C for 40 min to give (Z)-3-acetoxyl-5-carbomethoxy-l-cyclohexene in 22% yield with a mixture of 88% Z-isomer and 12% E-isomer. |
| 内容記述 | Physical characteristics: Original contains illustrations
形態: 図版あり |
| 資料種別 | Departmental Bulletin Paper |
| NASA分類 | Inorganic, Organic and Physical Chemistry |
| ISSN | 0286-9640 |
| NCID | AN00250774 |
| SHI-NO | AA1540068000 |
| URI | https://repository.exst.jaxa.jp/dspace/handle/a-is/554567 |
