2025-04-222025-04-222024-07-09Romero Arenas, A., Ramírez López, P., Iglesias Sigüenza, F.J., Fernández Fernández, R.F., Ros Lao, A. y Lassaletta, J.M. (2024). Axially Chiral N-Oxide Catalysts for the Allylation and Crotylation of Aromatic Aldehydes: Exploiting Nonlinear Effects. ChemCatChem, 16 (21), e202400806. https://doi.org/10.1002/cctc.202400806.1867-38801867-3899https://hdl.handle.net/11441/171938A new family of IAN-type amine N-oxides is presented as catalysts for the allylation and crotylation of aromatic aldehydes with allyltrichlorosilanes. These reaction exhibit a remarkably positive nonlinear effect which enables utilization of the catalysts in subenantiopure form. As enantiopure catalysts are not required under this regime, the synthesis of these N-oxides is straightforward through catalytic asymmetric synthesis, avoiding lenghty synthesis from the chiral pool or resolution of diastereoisomers. Studies of the corresponding crotylation with Z- and E-crotylsilanes suggest that the reaction proceeds through a chair-like transition state.application/pdf6 p.engAttribution-NonCommercial 4.0 Internationalhttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccess10.1002/cctc.202400806