Figure 2: Orthogonal reactivity of branched benzylic and linear aliphatic boronic esters.
From: Iterative protecting group-free cross-coupling leading to chiral multiply arylated structures
Observation of complete inversion of reactivity such that branched benzylic boronic esters (1) react in the presence of Ag2O, but not carbonate bases, while linear aliphatic isomers (3) are recovered unchanged when treated with Ag2O.
