Issue 36, 2016
From the journal:

Organic & Biomolecular Chemistry

Total synthesis based on the originally claimed structure of mucosin†

Harrison C. Gallantree-Smith,a   Simen G. Antonsen,a   Carl H. Görbitz,b   Trond V. Hansen,ac   Jens M. J. Nolsøe*a  and  Yngve H. Stenstrøm*a  

* Corresponding authors

a Department of Chemistry, Norwegian University of Life Sciences, PO box 5003, 1432 Ås, Norway
E-mail: yngve.stenstrom@nmbu.no, jens.mj.nolsoe@nmbu.no

b Department of Chemistry, University of Oslo, PO box 1033, 0315 Oslo, Norway

c Department of Pharmaceutical Chemistry, University of Oslo, PO box 1068, 0316 Oslo, Norway

Abstract

The first total synthesis aimed at the naturally occurring eicosanoid bicycle mucosin is reported. A practical route has been devised allowing the issues relating to the previous assignment of stereochemistry to be examined. X-ray crystallography was performed on a late stage intermediate to pinpoint the topological relationship displayed by the featured bicyclo[4.3.0]non-3-ene scaffold.

Graphical abstract: Total synthesis based on the originally claimed structure of mucosin

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Article information

DOI
https://doi.org/10.1039/C6OB01511E
Article type
Communication
Submitted
15 Jul 2016
Accepted
09 Aug 2016
First published
09 Aug 2016

Org. Biomol. Chem., 2016,14, 8433-8437

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Total synthesis based on the originally claimed structure of mucosin

H. C. Gallantree-Smith, S. G. Antonsen, C. H. Görbitz, T. V. Hansen, J. M. J. Nolsøe and Y. H. Stenstrøm, Org. Biomol. Chem., 2016, 14, 8433 DOI: 10.1039/C6OB01511E

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