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We report a tri-n-butyl phosphine catalyzed regio- and stereo-selective hydroboration of ynamides to yield (Z)-β-borylenamides in good yields. Surprisingly, a formal cis addition to the triple bond was observed as confirmed by NMR and X-ray crystallography. 31P NMR studies suggest that a zwitterionic vinylphosphonium intermediate is key in the mechanism. The resulting products were further transformed to β-CF3 enamides via stereoretentive trifluoromethylation. [ABSTRACT FROM AUTHOR]

We report branched peptide boronic acids (BPBAs) that bind to RRE IIB from an on-bead high-throughput screening of a 3.3.4-library (46 656 compounds). We demonstrate that boronic acids are tunable moieties that afford a novel binding mode towards RNA. [ABSTRACT FROM AUTHOR]

A mild and efficient copper-catalyzed borylation of electron deficient allenoates using an sp2–sp3mixed hybridized diboron regioselectively installs a boron moiety on the β-position with exclusive (Z)-double bond geometry. [ABSTRACT FROM AUTHOR]