Trost Barry M, Dong Guangbin
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
Org Lett. 2007 Jun 7;9(12):2357-9. doi: 10.1021/ol070742y. Epub 2007 May 12.
A novel Pd-catalyzed asymmetric annulation between 5-bromopyrrole-2-carboxylate esters and vinyl aziridines has been developed to efficiently construct pyrrolopiperazinones, which can serve as key intermediates in the enantioselective syntheses of pyrrole alkaloid natural products. In this paper, the total synthesis of (-)-longamide B in five steps and the first total syntheses of agesamides A and B in six steps from 6 and 7 are reported.
已开发出一种新型的钯催化5-溴吡咯-2-羧酸酯与乙烯基氮杂环丙烷之间的不对称环化反应，以高效构建吡咯并哌嗪酮，其可作为吡咯生物碱天然产物对映选择性合成中的关键中间体。本文报道了以6和7为原料，经五步反应完成（-）-longamide B的全合成以及经六步反应首次完成agesamides A和B的全合成。
