苯基萘类木脂素内酯的化学合成.pdf

研究简报 有机化学 DOI: 10.6023/cjoc201603007 Chinese Journal of Organic Chemistry NOTE 苯基萘类木脂素内酯的化学合成 孟瑾 杜利月 郭留城 (漯河医学高等专科学校药学系 河南漯河 462002) 摘要 苯基萘类木脂素内酯是一类广泛分布于植物界的含有苯基萘骨架的天然产物。这些天然产物拥有广 泛的生物活性，从而引起了人们的高度重视，成为近年来较为活跃的研究领域之一。本文报道了一条合成 此类化合物的路线。以香草酸为起始原料，以 Diels-Alder 反应和 Suzuki-Miyaura 偶联反应构筑 α-苯基萘骨 架，再经 Fetizon 氧化等八步反应实现了 Justicidin B 等六个天然产物的合成。 关键词 苯基萘类木脂素内酯；Diels-Alder 反应；Suzuki-Miyaura 偶联；Fetizon 氧化 The synthesis of arylnaphthalene lignan lactones Meng, Jin Du, Liyue Guo, Liucheng (Department of Pharmacy, Luohe Medical College, Henan Luohe 462002) Abstract Arylnaphthalene lignan lactones, widely distributed in plants, are a class of natural products contain- ing the phenyl-naphthyl skeleton. Some of these have attracted considerable attention of many scientists for dec- ades because of their wide biological activities. In this study, a convenient method is presented for the multiple parallel synthesis of arylnaphthalene lignans. With vanillic acid as starting material, six arylnaphthalene nature products were prepared in the process with 8 steps, via Diels–Alder reaction, Suzuki reaction and Fetizon oxida- tion as the key reactions. Keywords Arylnaphthalene lignan lactones; Diels-Alder reaction; Suzuki-Miyaura coupling; Fetizon oxidation 苯基萘类木脂素内酯化合物是一