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Issue 5, 2013
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Enantioselective synthesis of helicenequinones and -bisquinones

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Abstract

A convergent approach based on Diels–Alder reactions between polycyclic dienes and benzoquinones has emerged as a powerful tool for the construction of helicenequinones and bisquinones. Chemical resolution and asymmetric Diels–Alder reactions with sulfinyl quinones provide direct access to enantiopure derivatives. Biaryl or ferrocenyl dienes can be resolved leading to helicenequinones having additional axial or planar chirality.

Graphical abstract: Enantioselective synthesis of helicenequinones and -bisquinones

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Publication details

The article was received on 29 Oct 2012, accepted on 29 Nov 2012 and first published on 29 Nov 2012


Article type: Emerging Area
DOI: 10.1039/C2OB27108G
Org. Biomol. Chem., 2013,11, 699-708

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    Enantioselective synthesis of helicenequinones and -bisquinones

    A. Urbano and M. C. Carreño, Org. Biomol. Chem., 2013, 11, 699
    DOI: 10.1039/C2OB27108G

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