Ambient synthesis of dienals via triazole-gold and amine catalysis relay

Org Lett. 2015 Jan 16;17(2):290-3. doi: 10.1021/ol503393a. Epub 2015 Jan 7.

Abstract

A highly efficient synthesis of substituted conjugated dienals was developed through a triazole-gold (TA-Au)-catalyzed propargyl vinyl ether rearrangement followed by an amine catalyzed allene-aldehyde tautomerization. Various substituted vinylogous aldehydes were prepared in one pot with good to excellent yields (up to 95%) under mild conditions with high atom economy.