Functionalized Cyclobutanes via Heck
Cyclization
Anna Innitzer
Lothar Brecker
Johann Mulzer
10.1021/ol701697r.s003
https://acs.figshare.com/articles/journal_contribution/Functionalized_Cyclobutanes_via_Heck_Cyclization/2978992
Heck-type 4<i>-exo-trig</i> cyclization of linear 2-enol triflate-1,5-hexadienes provides functionalized methylene cyclobutanes. Intramolecular palladium
coordination can initiate β-hydride elimination leading to 1,2-dimethylene cyclobutane derivatives, which are obtained with high selectivity if
substrates having a geminal diphenyl group at C<sub>α</sub> are used. In parallel, formal 5<i>-endo-trig</i> cyclization and β-hydride elimination form 1-methylene
cyclopent-2-en derivatives.
2007-10-25 00:00:00
derivative
C α
dimethylene
selectivity
hydride
geminal diphenyl group
cyclization
Intramolecular palladium coordination
Functionalized Cyclobutanes
cyclopent
Heck
elimination
functionalized methylene cyclobutanes
triflate
substrate
enol