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

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.