Issue 40, 2014
From the journal:

RSC Advances

Preparation of an ABC tricyclic model of the cylindrospermopsin alkaloids via a biomimetically inspired pathway†

Daniel. M. Evans,a   Peter N. Horton,b   Michael B. Hursthouseb  and  Patrick. J. Murphy*a  

* Corresponding authors

a School of Chemistry, Bangor University, Bangor, Gwynedd, LL57 2UW, UK
E-mail: chs027@bangor.ac.uk
Fax: +44 (0)1248 370528
Tel: +44 (0)1248 382375

b Chemistry, University of Southampton, Southampton, SO17 1BJ, UK

Abstract

Two tricyclic guanidine model compounds 28 and 29 have been prepared in 12 steps from 1,5-pentanediol using a biomimetic synthetic approach. The pivotal reaction in the sequence is a tethered Biginelli condensation between 21/22 and β-keto esters 23 and 24.

Graphical abstract: Preparation of an ABC tricyclic model of the cylindrospermopsin alkaloids via a biomimetically inspired pathway

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Article information

DOI
https://doi.org/10.1039/C4RA03031A
Article type
Paper
Submitted
04 Apr 2014
Accepted
28 Apr 2014
First published
28 Apr 2014

RSC Adv., 2014,4, 20744-20751

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Preparation of an ABC tricyclic model of the cylindrospermopsin alkaloids via a biomimetically inspired pathway

Daniel. M. Evans, P. N. Horton, M. B. Hursthouse and Patrick. J. Murphy, RSC Adv., 2014, 4, 20744 DOI: 10.1039/C4RA03031A

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