| 应用NMR技术确证5-(R)-(1-孟氧基)-2(5H)-呋喃酮与苯甲醛肟1,3-偶极环加成产物的结构 |
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| 引用本文： | 黄海洪,张翔,陈庆华.应用NMR技术确证5-(R)-(1-孟氧基)-2(5H)-呋喃酮与苯甲醛肟1,3-偶极环加成产物的结构[J].波谱学杂志,2001,18(4):299-303. |
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| 作者姓名： | 黄海洪 张翔 陈庆华 |
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| 作者单位： | 1.中国医学科学院,中国协和医科大学药物研究所, 北京 100050；2.北京师范大学化学系, 北京 100875 |
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| 摘 要： | 5-(R)-(l-孟氧基)-2(5H)-呋喃酮(A)与苯甲醛肟(B)进行1,3-偶极环加成反应时得到两个产物, 我们应用NOE及HMBC技术确证了它们的结构. 由于反应物(A)的绝对构型已经X-射线单晶衍射法确证, 因此通过NMR研究产物呋喃酮环上各手性碳的关系, 最终确立产物的绝对构型.
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| 关 键 词： | 1 3-偶极环加成 绝对构型 NOE HMBC 碳氢信号全归属 |
| 文章编号： | 1000-4556(2001)04-0299-5 |
| 收稿时间： | 2001-07-20 |
| 修稿时间： | 2001年7月20日 |
Structural Confirmation of Two Addictives Obtained from the 1,3-Dipolar Cyclo-addition of Benzaldoxime to 5-(R)-(l-Menthyloxy)-2(5H)-Furanone by NMR Techniques |
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| Institution: | 1.Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050;
2.Department of Chemistry, Beijing Normal University, Beijing 100875 |
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| Abstract: | Compound (Ⅰ) & (Ⅱ) were obtained by the 1,3-dipolar cycloaddition of benzal do xime to 5-(R)-(l-menthyloxy)-2(5H)-furanone. As usual, the structure of an unknown compound can only be determined by X-Ray diffraction analysis or by relating it with the known-configuration compound via chemical method. As the configuration of the former materialhad been studied by X-Ray diffraction analysisand the known chiral carbon is unaffected during the reaction, the structures of these two newly obtained products can be simply established by the relationship s between the new-formed and the known chiral centers via the analysis of NMR data (N OEID and HMBC) and the reaction can be shown to occur regioselectivel y. |
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| Keywords: | NOE HMBC |
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