Catalysis by temporary covalent activation. A novel catalysis of unactivated Diels-Alder reactions
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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.