Diboron reagents have been traditionally regarded as "Lewis acids", which can react with simple Lewis base to create a significant nucleophilic character in one of boryl moieties. In particular, bis(pinacolato)diboron (B₂pin₂) reacts with simple Lewis bases, such as -heterocyclic carbenes (NHCs), phosphines and alkoxides. This review focuses on the application of trivalent nucleophilic boryl synthon in the selective preparation of organoboron compounds, mainly through metal-free catalytic diboration and the β-boration reactions of alkynes and alkenes.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337501PMC
http://dx.doi.org/10.3390/molecules24010101DOI Listing

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