%0 DATA
%A Anna, Innitzer
%A Lothar, Brecker
%A Johann, Mulzer
%D 2007
%T Functionalized Cyclobutanes via Heck
Cyclization
%U https://acs.figshare.com/articles/Functionalized_Cyclobutanes_via_Heck_Cyclization/2978992
%R 10.1021/ol701697r.s003
%2 https://ndownloader.figshare.com/files/4679548
%K derivative
%K C α
%K dimethylene
%K selectivity
%K hydride
%K geminal diphenyl group
%K cyclization
%K Intramolecular palladium coordination
%K Functionalized Cyclobutanes
%K cyclopent
%K Heck
%K elimination
%K functionalized methylene cyclobutanes
%K triflate
%K substrate
%K enol
%X Heck-type 4*-exo-trig* 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_{α} are used. In parallel, formal 5*-endo-trig* cyclization and β-hydride elimination form 1-methylene
cyclopent-2-en derivatives.