应用化学 ›› 1997, Vol. 0 ›› Issue (4): 111-113.
• 研究论文 • 上一篇 下一篇
陈祖兴, 李焰, 黄精美, 黄锦霞, 徐章煌
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Chen Zuxing, Li Yan, Huang Jingmei, Huang Jinxia, Xu Zhanghuang
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摘要： (3Z, 4α, 5α)-二氢-4-羟基-5-甲基-3-十四烷叉基-2(3H)-呋喃酮(简称 Epilitsenolide C2(1)), 属α-烷叉基-γ-丁内酯类化合物, 该类化合物多具有高细胞毒性和抗肿瘤活性。
关键词: 烷叉基二氢羟基甲基(3H)呋喃酮, 混合高序铜, 立体选择性反应
Abstract: Lithium ( α-caralkoxyvinyl) (2-thienyl) mixed higher order cyanocuprate(3), prepared by addition reaction of ethyl propiolate with ( n-C13H27 ) (2-thienyl) CuCNLi2(2), was coupled with cis bromopropylene under Pd(PPh3)-4, gaving ethyl -1-(Z-propylidene)-2-furanone(1) was then selectively synthesized through epoxidation of the diene ester with m chloroperbenzoic acid as oxidant and stereospecific lactonation by acid catalysis. The title compound(1) showed E: Z >98:2 and cis:trans >96:4. The method proposed has advantages of short route and high yield. Thus a new efficient method is presented for stereo selective synthesis of 3 alkylidene 4,5 dihydro 4 hydroxy 5 methyl 2(3H) furanones.
Key words: Epilitsenolide C2, alkylidene-dihydro-hydroxy-methyl-furanone, mixed higher order cyanocuprate, steoreoselective synthesis
陈祖兴, 李焰, 黄精美, 黄锦霞, 徐章煌. 混合高序铜法立体选择性合成(±)-Epilitsenolide C2[J]. 应用化学, 1997, 0(4): 111-113.
Chen Zuxing, Li Yan, Huang Jingmei, Huang Jinxia, Xu Zhanghuang . Stereoselective Synthesis of (?) Epilitsenolide C2 Using Mixed Higher Order Cyanocuprate[J]. Chinese Journal of Applied Chemistry, 1997, 0(4): 111-113.
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