Unprecedented Stereoselective Synthesis of Cyclopenta[b]benzofuran Derivatives and their Characterisation Assisted by Aligned Media NMR and 13C Chemical Shift ab initio Predictions

RIVEIRA, M. J.; GAYATHRI, C.; NAVARRO-VÁZQUEZ, A.; TSAREVSKY, N. V.; GIL, R. R.; MISCHNE, M. P.

ORGANIC & BIOMOLECULAR CHEMISTRY

ROYAL SOC CHEMISTRY

Año: 2011 vol. 9 p. 3170 - 3175

1477-0520

A new approach to the synthesis of cyclopenta-b-benzofuran derivatives via reaction of 1,3-dicarbonyl compounds with alpha,beta,gamma,delta 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 initio 13C NMR chemical shift predictions.