Isotope effects for Lewis acid catalyzed Diels-Alder reactions. The experimental transition state Academic Article uri icon


  • 2H and 13C kinetic isotope effects were determined for all positions on isoprene in its reactions with methyl vinyl ketone, ethyl acrylate, and acrolein catalyzed by Et2AlCl. The results are taken as supporting a highly asynchronous concerted [4+2] cycloaddition. Comparison of the experimental isotope effects with calculated values supports this conclusion and the accuracy of the calculated transition structure.

published proceedings


author list (cited authors)

  • Singleton, D. A., Merrigan, S. R., Beno, B. R., & Houk, K. N.

citation count

  • 32

complete list of authors

  • Singleton, DA||Merrigan, SR||Beno, BR||Houk, KN

publication date

  • January 1, 1999 11:11 AM