TY - JOUR ID - pittir25723 UR - http://d-scholarship-dev.library.pitt.edu/25723/ IS - 15 A1 - Wipf, P A1 - Xu, W Y1 - 1995/04/10/ N2 - In situ prepared Cp2ZrCl? catalyzes the formation of dioxolenium ions from ?,?-unsaturated epoxy esters. As a consequence of this activation process, acrylate, methacrylate and crotonate derivatives undergo a rapid and stereoselective cationic [4+2] cycloaddition with a wide range of dienes. Ring-extended carboxylic acid derivatives are formed in 1-7 h at 0-21 °C and in 50-90% yield after saponification of the intermediate diol esters. Simple Lewis acid catalysis by Cp2ZrCl? can be excluded on the basis of the experimental results. © 1995. JF - Tetrahedron VL - 51 SN - 0040-4020 TI - Zirconocene-catalyzed cationic Diels-Alder reactions SP - 4551 AV - public EP - 4562 ER -