The first enantioselective total syntheses of virosaine A and bubbialidine are described. Key transformations include the formation of a tetracyclic intermediate via an intramolecular aza-Michael addition, generation of a N-hydroxy-pyrrolidine through a Cope elimination and an intramolecular [1,3]-dipolar cycloaddition to generate a complex 7-oxa-1-azabicyclo[3.2.1]octane ring system.
H. Miyatake-Ondozabal, L. M. Bannwart and K. Gademann, Chem. Commun., 2013, 49, 1921 DOI: 10.1039/C3CC38783F
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