Stereo-controlled synthesis of prelasalocid, a key precursor proposed in the biosynthesis of polyether antibiotic lasalocid A
作者:Akira Migita、Yoshihiro Shichijo、Hiroki Oguri、Mami Watanabe、Tetsuo Tokiwano、Hideaki Oikawa
DOI:10.1016/j.tetlet.2007.12.003
日期:2008.2
ether skeleton composed of a tetrahydrofuran linked to a tetrahydropyran could be constructed by oxidative cyclization of linear dodecaketide diene precursor. Hence, we hypothesized a prelasalocid having (E,E)-trisubstituted olefins as the dodecaketide biosynthetic precursor. A stereo-controlled synthetic route to the prelasalocid has been devised in a highly convergent manner entailing installation
在聚醚离子载体抗生素拉索洛西德A的生物合成中,可以通过线性十二烷基二烯前体的氧化环化作用来构建由与四氢吡喃连接的四氢呋喃构成的环醚骨架。因此,我们假设具有(E,E)三取代的烯烃作为十二烷基酯生物合成前体的前乳香素。已经以高度收敛的方式设计了立体控制的合成至合成前合成唾液酸的途径,该方法要求在三取代的烯烃上安装各种取代基。