Tandem conjugate addition-aldol reaction to α,β-unsaturated esters and ketones using titanium amide

Article abstract of DOI:10.1016/S0040-4039(00)79926-6

Titanium dialkylamide, readily available, adds to a α,β-unsaturated esters and ketones in a conjugate addition mode to give ester and ketone enolates, respectively, which are successively quenched with electrophiles such as aldehydes and acetals. The aldol products can be readily converted to the corresponding deaminated or dehydrated derivatives selectively.