Journal of heterocyclic chemistry

A simple two steps ytterbium triflate??catalysed preparation of 2, 2??dimethyl??2h??chromenes from salicylaldehydes and 2??methylpropene

S Prado, YL Janin, PE Bost

Index: Prado, Soizic; Janin, Yves L.; Bost, Pierre-Etienne Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 6 p. 1605 - 1608

Full Text: HTML

Citation Number: 13

Abstract

The preparation of various 2, 2-dimethyl-2H-chromenes was achieved in two steps via an ytterbium triflate-catalysed reaction between salicylaldehydes, trimethylorthoformate and 2- methylpropene. From salicylaldehyde, two reaction products were characterised: 4-methoxy- 2, 2-dimethylchroman and 2-(1, 3-dimethoxy-3-methylbutyl) phenol. The former compound probably results from a Lewis acid-catalysed [2+ 4] cycloaddition between the ...