Pyrrolidine-Based P,O Ligands from Carbohydrates: Easily Accessible and Modular Ligands for the Ir-Catalyzed Asymmetric Hydrogenation of Minimally Functionalized Olefins

Identifier:  imarina:4123867

Handle: https://hdl.handle.net/20.500.11797/imarina4123867

Authors:  Elías-Rodríguez, P; Borràs, C; Carmona, AT; Faiges, J; Robina, I; Pàmies, O; Diéguez, M

Abstract:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim The potential of P,O-iminosugar based ligands in the Ir-catalyzed asymmetric hydrogenation of minimally functionalized olefins is presented. These new ligands were prepared from easily available carbohydrates (D-mannose, D-ribose and D-arabinose). The stereochemical and polyfunctional diversity of carbohydrates allowed the modulation of the ligands, both from their electronic properties and the rigidity of their backbone. High enantioselectivities (ee’s up to 99 %) can be reached in the hydrogenation of selected tri- and disubstituted substrates.