Issue 25, 2013

First studies directed towards the diastereoselective synthesis of the BCD tricyclic core of brownin F

Abstract

The BCD tricyclic core of brownin F was prepared in eight synthetic operations for the first time. Our synthesis features a diastereo-, chemo- and regioselective intramolecular [3 + 2] cycloaddition between a cyclic carbonyl ylide and a γ-alkylidenebutenolide.

Graphical abstract: First studies directed towards the diastereoselective synthesis of the BCD tricyclic core of brownin F

Supplementary files

Article information

Article type
Paper
Submitted
19 Feb 2013
Accepted
24 Apr 2013
First published
24 Apr 2013

Org. Biomol. Chem., 2013,11, 4178-4185

First studies directed towards the diastereoselective synthesis of the BCD tricyclic core of brownin F

F. Rodier, J. Parrain, G. Chouraqui and L. Commeiras, Org. Biomol. Chem., 2013, 11, 4178 DOI: 10.1039/C3OB40363G

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