Morikawa Daiki, Morii Kazuki, Yasuda Yuto, Mori Atsunori, Okano Kentaro
Department of Chemical Science and Engineering, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan.
Research Center for Membrane and Film Technology, Kobe University, 1-1 Rokkodai, Nada, Kobe 657-8501, Japan.
J Org Chem. 2020 Jul 2;85(13):8603-8617. doi: 10.1021/acs.joc.0c00998. Epub 2020 Jun 18.
A convergent total synthesis of lamellarins S and Z is described. The synthesis features a halogen dance of an easily accessible α,β-dibromopyrrole promoted by an ester moiety. The resultant β,β'-dibromopyrrole undergoes a ligand-controlled Suzuki-Miyaura coupling to provide a range of diarylated pyrrole derivatives. The established synthetic method was also applicable to the synthesis of ningalin B and lukianols A and B.
描述了片螺素S和Z的汇聚式全合成。该合成的特点是由酯部分促进的易于获得的α,β-二溴吡咯的卤素迁移。所得的β,β'-二溴吡咯进行配体控制的铃木-宫浦偶联反应，以提供一系列二芳基化吡咯衍生物。所建立的合成方法也适用于宁加林B以及卢基醇A和B的合成。
