Lewis acid catalyzed intramolecular condensation of ynol ether-acetals. synthesis of alkoxycycloalkene carboxylates

摘要

Treatment of ynol ether-tethered dialkyl acetals with catalytic quantities of scandium triflate in CH_3CN gives rise to five-, six-, and seven-membered alkoxycycloalkene carboxylates in good to excellent yields. Tri- and tetrasubstituted carbocyclic and heterocyclic alkenes may be formed by this method, and the products obtained may serve as useful intermediates for natural product synthesis.