Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization
作者:Yu-Rong Yang、Jiu-Zhong Huang、Xiao-Ke Jie、Kun Wei、Hongbin Zhang、Min-Cai Wang
DOI:10.1055/s-0033-1338447
日期:——
aspidospermidine is reported through a novel preparation of Stork's penultimate tricyclic ketone intermediate. The key steps of the synthesis consist of an intramolecular cascade transannular cyclization, triggered by the removal of Boc group, which simultaneously forms the C, D, and E rings of aspidospermidine and conveniently setting up the quaternary stereo-center via decarboxylative alkylation reaction of the
据报道,通过 Stork 倒数第二个三环酮中间体的新制备方法,正式合成了 aspidospermidine。合成的关键步骤包括分子内级联跨环环化,通过去除 Boc 基团触发,同时形成 aspidospermidine 的 C、D 和 E 环,并通过脱羧烷基化反应方便地建立季立体中心β-酮酯。