Reactions of Verbenone Dienolate with Aromatic Aldehydes

Abstract

Lithium dienolate of verbenone reacts with aromatic aldehydes to give α- and γ-aldols. Unusual features of the reaction include: selective formation of the γ-aldols under kinetic conditions, absence of deconjugated α-products, high sensitivity to electronic effects and formation of bis-aldols 5.