Diethylaluminum ethoxide mediated stereoselective Diels-Alder reaction of alpha,beta-unsaturated ketones and acetoxy-1,3-butadienes as diene components

Stereoselective Diels-Alder reaction between several alpha,beta-unsaturated ketones and acetoxy-1,3-butadienes is effectively performed by the promoti on of diethylaluminum ethoxide under mild conditions. This reaction is succ essfully applied to the synthesis of optically active bicyclo[6.4.0]dodecan one 9 which corresponds to the BC ring system of 10-deoxy taxane derivative s from the 8-membered ring enone 7 and diene 2.