A New Cyclopentanol as a Side Product in the Reduction of the Chalcone : Şalkonun Redüksi̇yonunda Bi̇r Yan Ürün Olarak Yeni̇ Bi̇r Si̇klopentanol

Abstract

As a part of an ongoing study on the synthesis of 1,3-diphenylpropanones, as key intermediates inthe total synthesis of 11,12-dihydro-10,5-(iminomethano)-5H,10H-dibenzo[a,d]cyclooctenes with potential Central Nervous System activity, As a part of a comprehensive study on the total synthesis of homoisopavines with potential activity on the Central Nervous System, derivatives of 1,3-diphenyl-2-propanones are synthesized as key intermediates by using a two-step sequence. The initial step leading to the a,P-unsaturated ketone (chalcone) is a Claisen-Schmidt reaction of the appropriate substituedaldehyde with an acetophenone. The a,P-unsaturated ketone moiety of the chalcone thus obtained is an active center for a nucleophilic attack, and can alkylate nucleophiles, such as