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Updated: Sep 29, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Biomimetic Synthesis of Cyanogramides B and C
Dustin M Sarnes1, Peter G Jones2, Thomas Lindel1
1TU Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig, Germany.
Abstract:
Marinacarboline E and cyanogramides B and C from the marine-derived bacterium Actinoalloteichus cyanogriseus have been synthesized. The key step is the Baeyer-Villiger oxidation of marinacarboline E to a ketene aminal via O → N acetyl migration, followed by addition of water or MeOH. Replacing the phenylethyl by a styryl side chain afforded dehydromarinacarboline E that was oxidized to a tetracyclic aminal. This study contributes to the chemical understanding of the enzymatic conversions in the biosynthesis of the cyanogramides.
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