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Issue 9, 2011
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Unprecedented stereoselective synthesis of cyclopenta[b]benzofuran derivatives and their characterisation assisted by aligned media NMR and 13C chemical shift ab initio predictions

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Abstract

A new approach to the synthesis of cyclopenta[b]benzofuran derivatives via reaction of 1,3-dicarbonyl compounds with α,β,γ,δ-unsaturated aldehydes is described. The constitution and configuration of the new products have been firmly established by means of residual dipolar couplings (RDCs) and ab initio13C NMR chemical shift predictions.

Graphical abstract: Unprecedented stereoselective synthesis of cyclopenta[b]benzofuran derivatives and their characterisation assisted by aligned media NMR and 13C chemical shift ab initio predictions

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The article was received on 20 Jan 2011, accepted on 31 Jan 2011 and first published on 01 Feb 2011


Article type: Paper
DOI: 10.1039/C1OB05109A
Citation: Org. Biomol. Chem., 2011,9, 3170-3175
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    Unprecedented stereoselective synthesis of cyclopenta[b]benzofuran derivatives and their characterisation assisted by aligned media NMR and 13C chemical shift ab initio predictions

    M. J. Riveira, C. Gayathri, A. Navarro-Vázquez, N. V. Tsarevsky, R. R. Gil and M. P. Mischne, Org. Biomol. Chem., 2011, 9, 3170
    DOI: 10.1039/C1OB05109A

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