Issue 40, 2014

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

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

Supplementary files

Article information

Article type
Paper
Submitted
04 Apr 2014
Accepted
28 Apr 2014
First published
28 Apr 2014

RSC Adv., 2014,4, 20744-20751

Author version available

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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