Doron Pappo
pappodoron.bsky.social
Doron Pappo
@pappodoron.bsky.social
Professor of Chemistry who plays with organic molecules and metals 🔶 Ben-Gurion University of the Negev
Reposted by Doron Pappo
Azorellolide! How can you not work on a natural product that starts with "Azo"?
I have to say my respect for carbocations has enormously gown through this project. They are just too high in energy and have too many options. But you can tame them!
pubs.acs.org/doi/10.1021/...
Biomimetic Synthesis of Azorellolide via Cyclopropylcarbinyl Cation Chemistry
A concise synthesis of the complex diterpene azorellolide, inspired by speculations on biosynthetic cationic cascades, is presented. The approach, guided by computation, relies on the intramolecular interception of a cyclopropylcarbinyl cation by an appended carboxylate. The successful execution of this strategy was achieved through acid-catalyzed isomerization of a β-lactone in competition with a type I dyotropic rearrangement.
pubs.acs.org
December 18, 2024 at 6:39 PM