In order to streamline the synthesis of new complex motifs from carboxylic acids, certain activated electron-deficient olefins e.g. vinyl organoborons have been applied to generate devisable addition products of these photoredox catalysis reactions. In this regard, Aggarwal and co-workers reported the visible-light-mediated decarboxylative radical additions to vinyl boronic esters 2 (Figure ). By analogy, our group has demonstrated for the first time the use of gem-diborylalkenes 2' as radicalreactive groups (Figure ). This reaction provides an efficient and general method for the photochemical conversion of gem-diborylalkenes 2' to rapidly access 1,1-bisborylalkanes. These methods exploit a new photoredox decarboxylative radical addition to vinyl boronic esters 2 and gem-diborylalkenes 2' to afford α-boryl and α-gem-diboryl carbon-centered radicals III, IV respectively, which benefit from additional stability by virtue of an interaction with the empty porbitals on borons.