Issue 17, 2004
From the journal:

Organic & Biomolecular Chemistry

A concise total synthesis of (+)-okaramine C

Peter R. Hewitt,a   Ed Cleatora  and  Steven V. Ley*a  

* Corresponding authors

a Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK
E-mail: svl1000@cam.ac.uk
Fax: +44 (0)1223 336442
Tel: +44 (0)1223 336398

Abstract

The first total synthesis of (+)-okaramine C is described. Our previously described selenocyclisation-oxidative deselenation sequence was used to establish a 3a-hydroxy-pyrrolo[2,3- b]indole core, which was modified by selective epimerisation to the common pyrrolo[2,3- b]indole of the okaramines.

Graphical abstract: A concise total synthesis of (+)-okaramine C

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Article information

DOI
https://doi.org/10.1039/B410180D
Article type
Communication
Submitted
06 Jul 2004
Accepted
30 Jul 2004
First published
09 Aug 2004

Org. Biomol. Chem., 2004,2, 2415-2417

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A concise total synthesis of (+)-okaramine C

P. R. Hewitt, E. Cleator and S. V. Ley, Org. Biomol. Chem., 2004, 2, 2415 DOI: 10.1039/B410180D

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