A mild conversion of arylboronic acids and their pinacolyl boronate esters into phenols using hydroxylamine

Hydroxylamine was found to be a mild reagent for conversion of arylboronic acids and their pinacolyl boronate esters into phenols. This procedure works on most arylboronic acids at room temperature, yielding phenols in moderate to good yields, and efficiently on arylboronates also yielding phenols in good yields.     

Regioselective glycosylation of fully unprotected methyl hexopyranosides by means of transient masking of hydroxy groups with arylboronic acids

Facile, one-pot synthesis was developed for several β(1→2)-, β(1→3)- or β(1→4)-linked disaccharides from fully unprotected methyl hexopyranosides according to the molecular recognition by arylboronic acids. The methodology was successfully applied to facile, short step assembly of the trisaccharide fragment of type II arabinogalactan.     

Synthesis of arylboronates via Cp*RuCl-catalyzed cycloaddition of alkynylboronates

In the presence of 5-10 mol% Cp*RuCl(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bicyclic arylboronates in 64-93% isolated yields. 1,6-Diynes bearing a boronate terminal also underwent cycloaddition with monoalkynes to give the corresponding bicyclic arylboronates.     

Synthesis and structure of potential Lewis acid–Lewis base bifunctional catalysts: 1-N,N-dimethylamino-8-borononaphthalene derivatives

A new series of boronate-amine substituted potential bifunctional catalysts have been prepared by directed lithiation of 1-N,N-dimethylnaphthalene, followed by reaction borate esters. Both diisopropyl and pincacol ester derivatives of the resulting boronates were prepared, together with a novel boroxine which shows novel N–B interactions in the crystal structure. The corresponding dimethyl-[8-(difluoroborolyl)-naphthalen-1-yl]-amine was directly accessed from the boroxine by reaction with potassium hydrogen fluoride.