Morimoto Yoshiki, Kitao Satoru, Okita Tatsuya, Shoji Takamasa
Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan.
Org Lett. 2003 Jul 24;5(15):2611-4. doi: 10.1021/ol034700v.
[structure: see text] The first asymmetric total synthesis of a structurally novel cis-cyclopent[c]isoxazolidine alkaloid, (-)-pyrinodemin A (3), which exhibits potent cytotoxicity, has been accomplished through a highly diastereoselective intramolecular nitrone-olefin cycloaddition reaction as the key step. Thus, it has been found that the hitherto unknown absolute configuration of pyrinodemin A is as indicated in the structural formula 3.
[结构：见正文] 一种结构新颖的顺式环戊[c]异恶唑烷生物碱（-）-吡啶诺德明A（3）的首次不对称全合成已经完成，该生物碱具有很强的细胞毒性，其关键步骤是通过高度非对映选择性分子内硝酮-烯烃环加成反应。因此，已发现吡啶诺德明A迄今未知的绝对构型如结构式3所示。
