Enantiopure aminoalcohols are ubiquitous in natural products, active pharmaceutical ingredients (APIs), and agrochemicals. The 2-amino-1-arylethanol unit, in particular, is frequently encountered (Figure ). For example, Econazole (1) is widely used as an antifungal medication ; Indacaterol (2) and Salmeterol (3) are effective bronchodilators and enlisted as topselling small molecule drugs ; a unique boron-containing molecule GSK-656 (4) is a promising antituberculosis drug with a new mechanism of action. Synthetic approaches to molecules of this sort generally rely on a deliberate construction of the aminoalcohol in a stepwise fashion rather than a modular installation through cross-coupling. Indeed, constructing the chiral aminoalcohol motifs in 1-4 requires multiple steps, all of which are reliant on polar bond retrosynthetic analysis (Figure ). Thus, asymmetric epoxidation, asymmetric ketone reduction followed by SN2 with a nitrogenbased nucleophile, and asymmetric Henry reaction followed by hydrogenation of the nitro group are the go-to transformations to access such structures.