Boration of an α,β-enone using a diboron promoted by a copper(I)–phosphine mixture catalyst

TL;DR: An easy to operate method of catalytic hydroboration of unsaturated compounds has been developed with wide substrate scope and reactions of various aldimines, ketimines and alkynes were successfully executed with bis(pinacolato)diboron and N-heterocyclic carbenes in methanol without requiring a transition metal or inert atmosphere.

TL;DR: The development of catalytic Cu-B additions to carbon-carbon unsaturated bonds (borylcupration) has enabled facile and direct syntheses of alkenylboronic esters, which are versatile synthetic intermediates in organic synthesis.

TL;DR: The copper-catalyzed reaction between bis(pinacolato)diboron (B2pin2) and aryl-substituted silylacetylenes in the presence of MeOH resulted in double syn addition of the pinacolboronate moiety (Bpin) and H across the triple bond with complete selectivity.

TL;DR: DFT calculations provided details of the underlying reaction mechanism, which involves an initial coordination of the CO/N bond to the boron vacant p-orbital of the diarylboryl ligand followed by a migration of the gold atom from the tetracoordinate sp3-hybridized bor on center, which is analogous to the reactivity of the conventional sp3–hybridization borate species.

TL;DR: In this paper, the catalytic addition of bis(pinacolato)diboron (1) to Pt(PPh3)4 was shown to generate cis-Pt(BO2C2Me4)2(Pph3)2 (5), whose structure was fully characterized by multinuclear NMR spectroscopy and single-crystal X-ray diffraction analysis.