Total syntheses of macrocyclic marine alkaloids, haliclamines A and B: A convenient and expeditious assembly of 3-substituted pyridine derivatives with different alkyl chains to the bispyridinium macrocycle
作者:Yoshiki Morimoto、Chiho Yokoe、Hajime Kurihara、Takamasa Kinoshita
DOI:10.1016/s0040-4020(98)00752-2
日期:1998.10
The total syntheses of haliclamines A (1) and B (2), macrocyclic marine alkaloids closely related to the key bisdihydropyridine intermediate 3 of the biogenetically unique manzamine family, have efficiently been achieved via stepwise controlled inter- and intramolecular N-alkylations of 3-alkylpyridine derivatives such as 40 and 41. The general synthetic methodology toward the bispyridinium macrocycle
通过逐步控制3-的分子间和分子内N-烷基化反应,可以有效地实现与生物素类独特的曼扎明家族的关键双二氢吡啶中间体3密切相关的大环海洋生物碱盐胺A(1)和B(2)的总合成。烷基吡啶衍生物,例如40和41。通过总合成,已经提出了针对双吡啶大环44的通用合成方法,双吡啶大环44是多环海洋生物碱的关键生物遗传等效物。