Convergent Total Synthesis of Lamellarins and Their Congeners

作者：Morikawa Daiki, Kazuki Morii, Yuto Yasuda, Atsunori Mori, Kentaro Okano · 发表于：The Journal of Organic Chemistry · 年份：2020 · DOI：10.1021/acs.joc.0c00998 · 被引用次数：41 · 研究领域：Synthesis and Characterization of Pyrroles、Porphyrin and Phthalocyanine Chemistry、Marine Sponges and Natural Products

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.