2-亚烷基-5-羟甲基四氢呋喃的电化学合成  

Electrochemical Synthesis of 2-Alkylidene-5-hydroxymethyltetrahedrofunans

作　　者：张程亮[1] 雷泽[1,2] 刘复初[1] 祝正辉[1] 蒋明忠[1] 朱洪友[1,2] 

机构地区：[1]云南大学化学科学与工程学院,教育部自然资源药物化学重点实验室,昆明650091 [2]昆明云大医药开发有限公司,昆明650222

出　　处：《高等学校化学学报》2009年第3期513-516,共4页Chemical Journal of Chinese Universities

基　　金：云南省楚雄州自然科学基金(批准号:云楚2004-01)资助

摘　　要：以γ-烯基-β-酮酸酯为原料,K I-NaI为间接电解质,水为溶剂及试剂,利用电解合成的工艺方法,以满意的收率和较高的选择性合成了13个2-亚烷基-5-羟甲基四氢呋喃化合物,优化了合成条件,并探讨了适宜的底物结构特征.The structural unit of 2-alkylidene-5-hydroxymethyltetrahydrofunan exists in some natural com-pounds such as the macrotetrolide antibiotics and the ocean natural products Sarcodictyin and Eleutherobin. These natural compounds usually show outstanding biological activities. In this work we decribed a totally new method for the constructing of this structural unit by employing indirect electrolysis, namely, using KI and NaI as the indirect electrolyte, water as solvent and reagent, the γ-alkylation products of fl-Ketoesters as the starting material. Thirteen kinds of 2-alkylidene-5-hydroxymethyltetrahydrofunans were synthesized in high yields and good selectivity. The success of this method has not only provided a ＂clean technology＂ of indirect electrolysis but also prompted a simple, effective and environmental friendly green synthesis.

关 键 词：2-亚烷基-5-羟甲基四氢呋喃 Β-酮酸酯 电化学合成 绿色合成 

分 类 号：O621.259.2[理学—有机化学]