Given the recent advances in the transformations of vinyl boronic esters 2 and gem-diborylalkenes 2' under transition-metal catalyzed or transition-metal-free conditions, providing a wealth of opportunities to synthesize a wide range of valuable target molecules by functionalization of the boron groups or by modifying the double bond moiety. We hypothesized that the preparation of β-keto-(gem-di)borylalkane via the planned photoredox-mediated deoxygenated approach would be particularly appealing due to the versatility of the carbonyl-group, α-position to carbonyl and the boryl units, which can be converted to other carbon motifs via modular and programmed transformations (Figure ). However, although several approaches to photo-activated vinyl boronic esters have been reported, it was unclear whether vinyl boronic esters e.g., 2, 2' would participate in the proposed photoredox-mediated deoxygenative transformation as the boron groups might undergo a sort of complexation with the triphenylphosphine (PPh3) which might prevent this event.