Asymmetric hydrogenation of unsaturated urea esters with the BIPI Ligands has been examined. Optimization of the P-N ligand structure has led to the development of chiral rhodium catalysts capable of producing the targets with >99% ee. The critical phosphine borane SNAr reaction needed for ligand synthesis has been optimized to give the adducts in high yield at ambient temperature with no racemization. An extremely concise, economical, and scalable sequence to these important new ligands for catalysis of asymmetric hydrogenation has been developed.
Asymmetric hydrogenation of pan class="Chemical">unsaturated urea esters with the BIPI Ligands has been examined. Opn>timization of the P-N ligand structure has led to the developn>ment of chiral rhodium catalysts capn>able of producing the targets with >99% ee. The critical n>an class="Chemical">phosphine borane SNAr reaction needed for ligand synthesis has been optimized to give the adducts in high yield at ambient temperature with no racemization. An extremely concise, economical, and scalable sequence to these important new ligands for catalysis of asymmetric hydrogenation has been developed.
Authors: Mingyu Liu; Tianhua Tang; Omar Apolinar; Rei Matsuura; Carl A Busacca; Bo Qu; Daniel R Fandrick; Olga V Zatolochnaya; Chris H Senanayake; Jinhua J Song; Keary M Engle Journal: J Am Chem Soc Date: 2021-03-08 Impact factor: 15.419