Organocatalytic Domino Michael–Knoevenagel Condensation Reaction for the Synthesis of Optically Active 3‐Diethoxyphosphoryl‐2‐oxocyclohex‐3‐enecarboxylates
1. Department of Chemistry, Danish National Research Foundation: Centre for Catalysis, Aarhus University 8000 Aarhus C (Denmark), Fax: (+45)?8919‐6199;2. Department of Chemistry, Institute of Organic Chemistry, Technical University of Lodz, ?eromskiego 116, 90‐924 Lodz (Poland)
Abstract:
Versatile dominoes : A novel, organocatalytic, Michael–Knoevenagel condensation domino reaction of ethyl 4‐diethoxyphosphoryl‐3‐oxobutanoate with various aryl‐ and aliphatic‐substituted α,β‐unsaturated aldehydes catalyzed by a chiral diarylprolinol ether has been successfully performed. The reaction proceeds in a highly enantio‐ and diastereoselective manner giving access to optically active 6‐substituted‐3‐diethoxyphosphoryl‐2‐oxocyclohex‐3‐enecarboxylates (see scheme).
