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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 6
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Original Articles

N-Acyliminium Cyclization as an Approach for an Asymmetric Synthesis of the Pyrrolo[2,1-a]benzazepine Ring System

Steven M. Allin School of Physical and Geographical Sciences, Keele University, Keele, United KingdomCorrespondence[email protected]
,
Joannah M. R. Towler Department of Chemistry, Loughborough University, Loughborough, United Kingdom
,
Mark R. J. Elsegood Department of Chemistry, Loughborough University, Loughborough, United Kingdom
,
Basu Saha Department of Chemical Engineering, Loughborough University, Loughborough, United Kingdom
&
Philip C. Bulman Page School of Chemistry, University of East Anglia, Norwich, United Kingdom
Pages 872-882 | Received 01 Sep 2010, Published online: 11 Nov 2011
 
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Abstract

In this article, we report a facile asymmetric synthesis of the pyrrolo[2,1-a]benzazepine ring system based around a stereoselective N-acyliminium cyclization of a novel chiral lactam template.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

The authors thank Loughborough University for facilities and the EPSRC Eng. D. program and Charnwood Molecular Ltd. for support to J. M. R. Towler. We also thank the STFC for synchrotron beam time at Daresbury Laboratory and J. E. Warren and T. J. Prior for scientific support on Station 9.8.

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