Adam A. Szymaniak

TL;DR: It is demonstrated that vinyl boronic ester ate complexes, prepared by combining organoboronates and organolithium reagents, engage in palladium-induced metallate rearrangement wherein 1,2-migration of an alkyl or aryl group from boron to the vinyl α-carbon occurs concomitantly with C–Pd σ-bond formation.

TL;DR: Mechanical experiments suggest the operation of a pathway involving outer-sphere stereoinvertive transmetalation in 1,1-bis(pinacolboronate) esters to generate nonracemic allyl boronates with high levels of enantioselectivity.

TL;DR: A Pt-catalyzed enantioselective hydrosilylation of alkenylboronate is described, providing a convenient route to chiral non-racemic geminal silylboronates.

TL;DR: In this article, a one-pot, multicomponent Biginelli condensation reaction to synthesize dihydropyrimidine derivatives from multiple unknowns is investigated as a discovery-based experiment in a second semester, second-year undergraduate organic chemistry laboratory course.

TL;DR: In this article, the authors describe an alternative to the organometallic transmetallation step that is common in many metal-catalyzed reactions, such as Suzuki-Miyaura coupling, and demonstrate that vinyl boronic ester ate complexes, prepared by combining organoboronates and organolithium reagents, engage in palladium-induced metallate rearrangement wherein 1,2-migration of an alkyl or aryl group from boron to the vinyl α-carbon occurs concomitantly with C-Pd