A staple of introductory undergraduate teaching in organic chemistry is Markovnikov’s rule, which states: “ the addition of a protic acid HX to an alkene results in the acid hydrogen (H) becoming attached to the carbon with fewer alkyl substituents and the halide (X) group to the carbon with more alkyl substituents ”. Shortly thereafter, students are exposed to the “anti-Markovnikov” addition of borane to e.g.