Copper(i)-catalyzed regioselective monoborylation of 1,3-enynes with an internal triple bond: Selective synthesis of 1,3-dienylboronates and 3-alkynylboronates

Article abstract of DOI:10.1002/anie.201007182

Hooray for hydroboration! The products afforded by the title reaction depend on the substitution pattern on the double bond moiety of 1,3-enyne substrates (see scheme). These types of products, either 1,3-dienylboronates or 3-alkynylboronates, are difficult to obtain by other methods. Interestingly, ligand-controlled borylation was observed with high selectivity in some cases. pin=pinacolato, THF=tetrahydrofuran. Copyright