AlCl3‐Promoted Conia‐Ene‐Related Cyclization of α,ω‐Diethylenic Ketones and 1,2‐ or 1,3‐Hydroalkenylation of Unactivated Cyclopropanes

Abstract

Abstractα,β‐Unsaturated enones possessing an unactivated olefin at the ϵ‐, ζ‐ or η‐position underwent an aluminum chloride‐promoted Conia‐ene‐related cyclization, affording unsaturated decalones or hexahydroindenones in generally good yields. Cyclopropanes could be used as olefin surrogates in this process, leading to the same bicyclic products in slightly improved efficiency as the result of 1,2‐ or 1,3‐hydroalkenylation reactions. This method provided an access to a whole range of bi‐ or tricyclic enone synthons, some of which were potentially useful as odorants or in the synthesis of biologically active molecules.