Enantioselective total synthesis of virosaine A and bubbialidine.

Chem Commun (Camb)

Department of Chemistry, University of Basel, St. Johanns-Ring 19, Basel 4056, Switzerland.

Published: March 2013

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.

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Source
http://dx.doi.org/10.1039/c3cc38783fDOI Listing

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