Light, redox potential, and chemical triggers are the stimuli that hold most promise for inverting the configuration of a catalyst on a timescale that is compatible with a chemical process, with the ultimate goal of controlling multiple stereogenic elements in small molecules, i.e. stereodivergency, or during a polymerization. However, these systems must overcome significant challenges: i) the stimulus and the substrate(s)/reactant(s), or catalyst must be compatible, ii) the catalyst pseudo-enantiomers must provide perfectly opposite selectivities, and iii) the stereochemical switch must be rapid on the reaction timescale. Alternative strategies have been pursued by the Leigh group for which two pseudoenantiomeric catalysts are present from the beginning in the reaction mixture. This yields an elegant example of stereodivergency in which a stoichiometric amount of a substrate anchored to a molecular machine is sequentially transformed by the catalyst pseudo-enantiomers (Scheme 1a2). In a different design, the simultaneous operation of a pair of enantioselective switchable catalysts was prevented by mutual inhibition. The implementation of a switchable asymmetric catalyst for the in-situ control of multiple stereogenic centers in a single molecular scaffold is thus an unmet challenge to date. Recently-developed dynamic helical catalysts, with intrinsically achiral metal centers anchored at the periphery of supramolecular helices, have particular advantages to reach this goal. First, the direction of the asymmetric reaction is imposed by the handedness of the helices, making possible to control the direction of the catalytic process towards each enantiomer of a product by switching the catalyst handedness. Second, homochiral helical catalysts are accessible thanks to the ability of a little amount of chiral monomers or of a scalemic mixture of monomer enantiomers to impose their chiral preference to a large number of achiral metal-containing monomers, thanks to wellestablished "sergeants-and-soldiers" and "diluted majority rule" principles. We previously demonstrated that helical hydrogen-bonded stacks composed of a benzene-1,3,5tricarboxamide (BTA) achiral phosphine ligand and a small amount of enantiopure monomers provide good enantioselectivities in the copper-catalyzed hydrosilylation of 4nitroacetophenone and in the copper-catalyzed hydroamination of styrene. In addition, thanks to the dynamic nature of the BTA helices, their composition can be tuned by changing the nature of the major BTA enantiomer thus affording interconversion between enantiomeric helical catalysts within seconds. The stereochemical switch is simply achieved by adding an enantiopure monomer that acts as a chemical stimulus to invert the selectivity of the catalyst (as represented by the addition of the red-colored monomer in Scheme 1b). Herein, we exploited these unique properties to control the configuration of two stereogenic centers of an amino alcohol thereby showcasing the first example of an asymmetric stereodivergent reaction by means of a switchable asymmetric catalyst (Scheme 1a3).