The Total Synthesis of the Bioactive Natural Product Plantazolicin A and Its Biosynthetic Precursor Plantazolicin B
作者:Sabine Fenner、Zoe E. Wilson、Steven V. Ley
DOI:10.1002/chem.201603157
日期:2016.10.24
Herein, we describe our full investigations into the synthesis of the peptide‐derived natural product plantazolicin A, a compound that demonstrates promising selective activity against the causative agent of anthrax toxicity, and its biosynthetic precursor plantazolicin B. This report particularly focuses on the challenging preparation of the arginine containing thiazole fragment, including the development
Backbone-enabled site-selective modification of peptides with benzoquinone via Pd-catalyzed δ-C(sp2)–H functionalization has been achieved. The amide groups of peptides serve as internal directional groups, facilitating C–H functionalization through a kinetically less favored six-membered palladacycle. This methodology presents novel opportunities for the late-stage site-selective diversification of