Elliott Mark C, Paine James S
School of Chemistry, Cardiff University, Park Place, Cardiff, CF10 3AT, UK.
Org Biomol Chem. 2009 Sep 7;7(17):3455-62. doi: 10.1039/b909860g. Epub 2009 Jul 6.
Lycoposerramine A (1) is a pentacyclic alkaloid isolated in 2001 by Takayama and co-workers. A concise synthesis of a model compound 8 for the tetracyclic core of this natural product is described. Key steps include the desymmetrising free-radical cyclisation of compound 7 to give compound 18 and spirocyclisation of compound 26 to give compound 8. Earlier approaches using a novel high-yielding stereoselective anionic cyclisation of a cyclohexa-1,4-diene are also reported.
番茄锯齿胺A（1）是一种五环生物碱，于2001年由高山及其同事分离得到。本文描述了该天然产物四环核心模型化合物8的简洁合成方法。关键步骤包括化合物7的去对称自由基环化反应生成化合物18，以及化合物26的螺环化反应生成化合物8。还报道了早期使用新型高产立体选择性阴离子环化反应来合成环己-1,4-二烯的方法。
