Issue 20, 2003
From the journal:

Organic & Biomolecular Chemistry

A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-diones

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

* 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

A two-step selenocyclisation–oxidative deselenation sequence was used to establish the 3a-hydroxy-pyrrolo[2,3-b]indole core; these tricycles were used as effective precursors to 10b-hydroxy-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-diones.

Graphical abstract: A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-diones

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Article information

DOI
https://doi.org/10.1039/B308288A
Article type
Communication
Submitted
21 Jul 2003
Accepted
08 Sep 2003
First published
15 Sep 2003

Org. Biomol. Chem., 2003,1, 3492-3494

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A rapid stereocontrolled synthesis of the 3a-hydroxy-pyrrolo[2,3-b]indole skeleton, a building block for 10b-hydroxy-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole-1,4-diones

S. V. Ley, E. Cleator and P. R. Hewitt, Org. Biomol. Chem., 2003, 1, 3492 DOI: 10.1039/B308288A

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