Issue 9, 2011

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

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

Supplementary files

Article information

Article type
Paper
Submitted
20 Jan 2011
Accepted
31 Jan 2011
First published
01 Feb 2011

Org. Biomol. Chem., 2011,9, 3170-3175

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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