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