B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed Wolff rearrangement/[2 + 2] and [4 + 2] cascade cyclization of α-diazoketones with imines
Weihong Song, Jing Guo, Douglas W. Stephan
Abstract
B(C 6 F 5 ) 3 -catalyzed [2 + 2] cyclizations of α-diazoketones with N-tert -butoxycarbonyl imines affords 20 β-lactams in up to 94% yield, while reactions of α-diazoketones with N -benzoyl imines gave 14 oxazinone derivatives in up to 95% yield.
Topics & Concepts
ChemistryYield (engineering)Wolff rearrangementCatalysisCascadeMedicinal chemistryOrganic chemistryDiazoMaterials scienceChromatographyMetallurgyCyclopropane Reaction MechanismsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods