Asymmetric Michael additions of a beta-oxophosphonate to nitroalkenes in the presence of chiral diamine complexes

作者:Reznikov Alexander N*; Sibiryakova Anastasiya E; Rybakov Victor B; Klimochkin Yuriy N
来源:Tetrahedron: Asymmetry , 2015, 26(18-19): 1050-1057.
DOI:10.1016/j.tetasy.2015.08.003

摘要

Transition metal catalyzed asymmetric Michael additions of dimethyl (2-oxo-2-phenylethyl)phosphonate to a variety of aromatic nitroalkenes have been developed. The effects of ligand structure, metal ions, and solvent on the reaction are described. Ni(II)-bis[(1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine]Br-2 was found to be an effective catalyst for this reaction. The corresponding adducts were obtained in the presence of this complex in good yields and with excellent enantioselectivity (up to 99% ee). The absolute configurations of the reaction products were determined by X-ray diffraction.

  • 出版日期2015-10-15