Synthesis of Functionalized Cyclic Boronates
Erich Altenhofer
Michael Harmata
10.1021/ol4029918.s001
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Functionalized_Cyclic_Boronates/2336401
Deprotonation of
a simple borylated allylic sulfone and subsequent
alkylation with certain unsaturated electrophiles provide substrates
that are easily converted into functionalized alkenyl boronates with
ring sizes from five- to seven-membered. A Chan–Lam reaction
on one such substrate afforded an alkoxyallylic sulfone that was readily
converted via a (4 + 3)-cycloaddition to a polycycle possessing the
ABC ring substructure of ingenol.
2014-01-03 00:00:00
Functionalized Cyclic BoronatesDeprotonation
ring sizes
ingenol
cycloaddition
alkoxyallylic sulfone
polycycle
alkylation
Synthesi
electrophile
functionalized alkenyl boronates
ABC ring substructure
substrate
Chan
borylated allylic sulfone