Cedarmycins A和B及其类似物的首次合成  

First Synthesis of Cedarmycins A and B and Their Analogues

作　　者：崔庆[1] 王娇[1] 杨海申[1] 谢龙观[1] 徐效华[1] 

机构地区：[1]南开大学元素有机化学研究所元素有机化学国家重点实验室,天津300071

出　　处：《有机化学》2010年第11期1705-1710,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20872070)资助项目

摘　　要：Cedarmycins A和B是近年从放线菌的次生代谢物中分离得到的一种新型的天然抗生素,本文以γ-丁内酯为原料首次合成了该类化合物.其关键步骤为3-溴甲基-5H-呋喃-2-酮与甲醛发生的γ位迁移的Barbier反应.各中间体都通过1H NMR和13C NMR得到证实.最终产品通过1H NMR,13C NMR和HRMS证实与文献所报道相一致.The first synthesis of cedarmycins A and B,which were two novel butyrolactone antibiotics iso-lated from the cultured broth of the actinomycete,was achieved effectively from γ-butyrolactone.The key step was a Barbier reaction of 3-bromomethyl-5H-furan-2-one and formaldehyde to afford the γ-addition product.All structures were confirmed by ^1H NMR and ^13C NMR spectra.The final compounds were confirmed by ^1H NMR,^13C NMR and HRMS techniques,and the results are consistent with the reported natural products.

关 键 词：天然化合物 天然抗生素 BARBIER反应 Γ-丁内酯 

分 类 号：O621.3[理学—有机化学]