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Updated: Aug 14, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Asymmetric synthesis of the balanol heterocycle via a palladium-mediated epimerization and olefin metathesis
G R Cook1, P S Shanker, S L Peterson
1Department of Chemistry, North Dakota State University, Fargo 58105-5516, USA. grcook@plains.nodak.edu
Abstract:
[formula: see text] The enantioselective formal synthesis of balanol, a potent protein kinase C inhibitor, was accomplished from D-serine utilizing a Pd-catalyzed equilibration of diastereomeric 5-vinyloxazolines to set the stereochemistry of the vicinal amino and hydroxyl groups. A ruthenium-catalyzed ring-closing metathesis was employed to form the seven-membered nitrogen heterocyle.
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