Abstract
Synthetic fragments of chrysophaentin A, a rare antimicrobial marine natural product, were required to support structure-activity and mechanism of action studies. Hemichrysophaentin, a synthetic fragment of chrysophaentin A showed antimicrobial activity against Gram-positive bacteria, presumably acting through the inhibition of the microbial tubulin-like protein FtsZ. Here in, we report a concise and scalable 11-step synthesis of hemichrysophaentin featuring a stereo- and regiocontrolled installation of an E-chloroalkene followed by a Lewis acid promoted O to C migration.
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