Towards depeptidized aminoboronic acid derivatives through the use of borylated iminium ions.
Vincent TrudelChelsey BrienJoanne TanAndrei K YudinPublished in: Chemical communications (Cambridge, England) (2022)
Herein, we use α-boryl iminium intermediates to access progressively depeptidized branched β-aminoboronic acids that are functionalized with biologically relevant heterocycles. We investigate the interaction of these novel compounds with carbohydrates under physiological conditions and demonstrate their potential as synthetic building blocks.