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Issue 19, 2013
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Enantioselective total synthesis of virosaine A and bubbialidine

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Abstract

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.

Graphical abstract: Enantioselective total synthesis of virosaine A and bubbialidine

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Article information


Submitted
07 Dec 2012
Accepted
17 Jan 2013
First published
18 Jan 2013

This article is Open Access

Chem. Commun., 2013,49, 1921-1923
Article type
Communication

Enantioselective total synthesis of virosaine A and bubbialidine

H. Miyatake-Ondozabal, L. M. Bannwart and K. Gademann, Chem. Commun., 2013, 49, 1921
DOI: 10.1039/C3CC38783F

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