Filippova Liudmila, Aarum Ida, Ringdal Martine, Dahl Martin Kirkhus, Hansen Trond Vidar, Stenstrøm Yngve
Department of Chemistry, Biology and Food Science, Norwegian University of Life Sciences, PO Box 5003, N-1432, Ås, Norway.
Org Biomol Chem. 2015 Apr 28;13(16):4680-5. doi: 10.1039/c5ob00313j.
Several microorganisms produce small quantities of polyunsaturated hydrocarbons and such natural products are of interest. Starting from the ethyl ester of eicosapentaenoic acid, the total synthesis of the natural product (all-Z)-hentriaconta-3,6,9,12,15,19,22,25,28-nonaene has been achieved in eight steps and 15% overall yield. The synthesis is based on a stereoselective Wittig reaction and confirms the all-Z-configuration of the nine double bonds in this highly unsaturated natural product.
几种微生物会产生少量的多不饱和烃，这类天然产物备受关注。从二十碳五烯酸乙酯出发，已通过八步反应实现了天然产物（全-Z）-三十一碳-3,6,9,12,15,19,22,25,28-九烯的全合成，总产率为15%。该合成基于立体选择性维蒂希反应，证实了这种高度不饱和天然产物中九个双键的全-Z构型。
