Catalysis by temporary covalent activation. A novel catalysis of unactivated Diels-Alder reactions Academic Article uri icon

abstract

  • Diels-Alder reactions of cis-2-chlorovinyltributylstannane are greatly accelerated by the presence of catalytic amounts of haloboranes. Mechanistic studies support a mechanism for the catalysis involving an intermediate boron-aclivated dienophile. A similar but simpler catalysis of Diels Alder reactions of unactivated alkynes, via a hydroboration - Diels-Alder - dehydroboration mechanism, is also described.

author list (cited authors)

  • Singleton, D. A., Leung, S., Martinez, J. P., & Lee, Y.

citation count

  • 13

publication date

  • May 1997