236752-33-3Relevant articles and documents
Syntheses with organoboranes. IX. Vinyl- and 1-alkenyldichloroboranes as ethylene and 1-alkene equivalents for the Diels-Alder reaction
Zaidlewicz, Marek,Binkul, Jacek R.,Sokol, Wojciech
, p. 354 - 362 (1999)
Vinyl- and 1-alkenyldichloroboranes were used as dienophiles for the Diels-Alder reaction with representative aliphatic and cyclic 1,3-dienes. The organoborane adducts were transformed into the corresponding olefins either by protonolysis or by oxidation-mesylation-reduction. Direct protonolysis of the adducts gave in most cases mixtures of olefins whereas the reduction of mesylates with lithium triethylborohydride produced pure olefins in good yields.
