|
|||||
|
|
| 重氮化合物与醇的插入反应合成α-烷氧基-β-二羰基化合物 | |
| 引用本文： | 黄丹,鄢明,沈琪. 重氮化合物与醇的插入反应合成α-烷氧基-β-二羰基化合物[J]. 有机化学, 2007, 27(6): 739-743 |
| 作者姓名： | 黄丹 鄢明 沈琪 |
| 作者单位： | 1. 江南大学化学与材料工程学院,无锡,214122;苏州大学化学化工学院,苏州,215006 2. 中山大学药学院,广州,510080 3. 苏州大学化学化工学院,苏州,215006 |
| 基金项目： | 江苏省自然科学基金（No.KB2005043）及江苏省教育厅自然科学基金（No.04KJD150145）资助项目. |
| 摘 要： | 研究了在过渡金属配合物催化下α-重氮-β-二羰基化合物与醇的插入反应, 考察了重氮化合物的结构、醇的结构、催化剂的性质、反应溶剂和反应温度对这一反应的影响. 发现当重氮化合物与甲醇的物质的量比为1∶10, 1 mmol% Rh2(OAc)4为催化剂和回流的苯的条件下, 反应能够以高的化学产率生成α-甲氧基-β-二羰基化合物. 手性醇衍生的重氮乙酰乙酸酯反应的产物中两种非对应异构体的比例为3∶2～1∶1. |
| 关 键 词： | 重氮化合物 插入反应 Rh2(OAc)4 α-甲氧基-β-二羰基化合物 甲醇 |
| 收稿时间： | 2006-04-14 |
| 修稿时间： | 2006-04-142006-12-15 |
Synthesis of α-Methoxyl-β-dicarbonyl Compounds by Insertion Reaction of Methanol to Diazo Compounds |
|
| HUANG, Dan,YAN, Ming,SHEN, Qi. Synthesis of α-Methoxyl-β-dicarbonyl Compounds by Insertion Reaction of Methanol to Diazo Compounds[J]. Chinese Journal of Organic Chemistry, 2007, 27(6): 739-743 | |
| Authors: | HUANG Dan YAN Ming SHEN Qi |
| Affiliation: | (School of Chemical & Material Engineering, Southern Yangtze University, Wuxi 214122)(College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006)(School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510080) |
| Abstract: | The paper studied catalyzed insertion reaction of α-diazo-β-dicarbonyl compounds into methanol and also investigated influence factors on the reaction, for example structures of diazo and alcohols, catalyst, solvent and reaction temperature. The best results were obtained with the use of 1 mmol of diazo, 10 mmol of methanol and 1 mmol% Rh2(OAc)4 as a catalyst in refluxing benzene. The reaction of diazoacetoacetic esters derived from chiral alcohols with methanol catalyzed by Rh2(OAc)4 provided chiral α-methoxyl-β-carbonyl esters in good yields and the diastereomer ratio of the product was 3∶2～1∶1. |
| Keywords: | Rh2(OAc)4 |
| 本文献已被 CNKI 维普 万方数据 等数据库收录！ | |
| 点击此处可从《有机化学》浏览原始摘要信息 | |
| 点击此处可从《有机化学》下载全文 | |