Department of Chemistry and Center for Integrated Protein Science, University of Munich (LMU) , Butenandtstraße 5-13, 81377 München, Germany.
Org Lett. 2014 May 16;16(10):2634-7. doi: 10.1021/ol500800z. Epub 2014 May 7.
A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is presented. The formation of its isomer, merochlorin A, was not observed under the conditions. Key steps include a directed ortho-metalation (DoM), a selective demethylation, an ortho-allylation, and an oxidative [3 + 2]-cycloaddition mediated by an iodine(III) reagent.
本文呈现了受生物合成启发的外消旋 merochlorin B 的短全合成。在这些条件下,没有观察到其异构体 merochlorin A 的形成。关键步骤包括导向的邻位金属化(DoM)、选择性脱甲基、邻位烯丙基化以及碘(III)试剂介导的氧化 [3 + 2]-环加成。