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

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.

authors

• Singleton, Daniel

published proceedings

• TETRAHEDRON LETTERS

author list (cited authors)

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

citation count

• 15

complete list of authors

• Singleton, DA||Leung, SW||Martinez, JP||Lee, YK

publication date

• May 1997

publisher

• Elsevier  Publisher

published in

• Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry  Journal

keywords

• 34 Chemical Sciences
• 3405 Organic Chemistry

Digital Object Identifier (DOI)

• 10.1016/S0040-4039(97)00584-4

start page

• 3163

end page

• 3166

volume

• 38

issue

• 18

URL

• http%3A%2F%2Fdx.doi.org%2F10.1016%2Fs0040-4039%2897%2900584-4