Organocopper Conjugate Addition-Enolate Trapping Reactions

Abstract

Conjugate additions reactions between organocopper reagents and α,β-unsaturated carbonyl compounds are now well established synthetic procedures. This article reviews reactions in which the intermediate enolates are trapped with electrophilic reagents to give β-substituted enol derivatives or α,β-disubstituted ketones. The synthetic potential of these products is highlighted. 1. Introduction: Scope and Limitations 2. Silylation and Related O-Enolate Trapping Reactions 3. Enolate Acylation 4. Enolate Alkylation 5. Reactions of Enolates with Michael Acceptors 6. Reactions of Enolates with Aldehydes and Ketones 7. Reactions of Enolates with Miscellaneous Non-Carbon Electrophiles 8. Recent Results 9. Conclusions