DIENE-TRANSMISSIVE HETERO DIELS-ALDER REACTION OF 1,5-DIPHENYL-1,4-PENTADIEN-3-ONE

摘要

Abstract-The diene-transmissive hetero Diels-Alder reaction of 1,5-dipheny-1,4-pentadien-3-one is described.Stereoselectivity of the inverse electron-demand Diels-Alder reaction of electron-rich vinyl ethers at the first stage was greately affected by the nature of Lewis acid-catalysts:The ZnX_2 (X=Cl,I)-,MgBr_2-and Eu(fod)_3-catalyzed reactions gave the corresponding endo-adducts,whereas exo-adducts were formed in the GaBr_3-,AlCl_3-,and Et_2 AlCl-catalyzed reactions.In the sequential Diels-Alder reaction such as 1,2,4-triazolinedions,tetracyanoethene,and maleimides to give the corresponding cross-bis-cycloadducts.