Issue 47, 2006
From the journal:

Chemical Communications

An enantioselective desymmetrisation approach to C9-substituted trans-hydrindene rings based on a diastereotopic group-selective intramolecular Diels–Alder reaction†

Nadia Azzi,a   Ed Griffen,b   Mark Lightc  and  Bruno Linclau*a  

* Corresponding authors

a University of Southampton, School of Chemistry, Highfield, Southampton, UK
E-mail: bruno.linclau@soton.ac.uk
Fax: +44 23 8059 6805
Tel: +44 23 8059 3816

b AstraZeneca, Alderley Park, Macclesfield, Cheshire, UK

c X-ray Crystallographic Centre, School of Chemistry, Highfield, Southampton, UK

Abstract

The synthesis of an achiral skipped bis(1,3-diene) substrate was achieved, which was shown to undergo an enantioselective, diastereotopic group-selective, intramolecular Diels–Alder reaction.

Graphical abstract: An enantioselective desymmetrisation approach to C9-substituted trans-hydrindene rings based on a diastereotopic group-selective intramolecular Diels–Alder reaction

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Article information

DOI
https://doi.org/10.1039/B607488J
Article type
Communication
Submitted
30 May 2006
Accepted
14 Sep 2006
First published
05 Oct 2006

Chem. Commun., 2006, 4909-4911

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An enantioselective desymmetrisation approach to C9-substituted trans-hydrindene rings based on a diastereotopic group-selective intramolecular Diels–Alder reaction

N. Azzi, E. Griffen, M. Light and B. Linclau, Chem. Commun., 2006, 4909 DOI: 10.1039/B607488J

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