1294477-80-7Relevant academic research and scientific papers
Consecutive Intermolecular Reductive Amination/Asymmetric Hydrogenation: Facile Access to Sterically Tunable Chiral Vicinal Diamines and N-Heterocyclic Carbenes
Chen, Ya,Pan, Yixiao,He, Yan-Mei,Fan, Qing-Hua
, p. 16831 - 16834 (2019)
A highly enantioselective iridium- or ruthenium-catalyzed intermolecular reductive amination/asymmetric hydrogenation relay with 2-quinoline aldehydes and aromatic amines has been developed. A broad range of sterically tunable chiral N,N′-diaryl vicinal diamines were obtained in high yields (up to 95 %) with excellent enantioselectivity (up to >99 % ee). The resulting chiral diamines could be readily transformed into sterically hindered chiral N-heterocyclic carbene (NHC) precursors, which are otherwise difficult to access. The usefulness of this synthetic approach was further demonstrated by the successful application of one of the chiral vicinal diamines and chiral NHC ligands in a transition-metal-catalyzed asymmetric Suzuki–Miyaura cross-coupling reaction and asymmetric ring-opening cross-metathesis, respectively.
A novel ligand for the enantioselective ruthenium-catalyzed olefin metathesis
Kannenberg, Axel,Rost, Daniel,Eibauer, Stefan,Tiede, Sascha,Blechert, Siegfried
supporting information; experimental part, p. 3299 - 3302 (2011/06/19)
A bridge connects and efficiently transfers the chirality from the backbone of a N-heterocyclic carbene (NHC) to the metal center. The result is excellent enantioselectivities in the ruthenium-catalyzed, asymmetric ring-opening cross-metathesis of norborn
