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Cedarmycins A和B及其类似物的首次合成
First Synthesis of Cedarmycins A and B and Their Analogues
【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.
【Abstract】 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;
【Key words】 natural product; natural antibiotic; Barbier reaction; γ-butyrolacton;
【Key words】 natural product; natural antibiotic; Barbier reaction; γ-butyrolacton;
【基金】 国家自然科学基金(No.20872070)资助项目
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2010年11期
- 【分类号】O621.3
- 【被引频次】6
- 【下载频次】137