Lanthanide complexes combined with chiral salen ligands: application in the enantioselective epoxidation reaction of α,β-unsaturated ketones.

ABSTRACT: Readily available lanthanide amides Ln[N(SiMe₃)₂]₃ (Ln = Nd (1), Sm (2), Eu (3), Yb (4), La (5)), combined with chiral salen ligands H₂L^a ((S,S)-N,N'-di-(3,5-disubstituted-salicylidene)-1,2-cyclohexanediamine) and H₂L^b ((S,S)-N,N'-di-(3,5-disubstituted-salicylidene)-1,2-diphenyl-1,2-ethanediamine) were employed in the enantioselective epoxidation of α,β-unsaturated ketones. It was found that the salen-La complex shows the highest efficiency and enantioselectivity. A relatively broad scope of α,β-unsaturated ketones was investigated, and excellent yields (up to 99%) and moderate to good enantioselectivities (37-87%) of the target molecules were achieved.

SUBMITTER: Xia X 

PROVIDER: S-EPMC9063913 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature