Synthesis of Planar-Chiral [2.2]Paracyclophane-based
Oxazole-Pyrimidine Ligands and Application in Nickel-Catalyzed
1,2-Reduction of α,β-Unsaturated Ketones
Juan Wang, Qing-Xian Xie, Xiang Li, Chang-Bin Yu,* and Yong-Gui Zhou*
Chin. J. Chem.2023, 41, XXX—XXX. DOI:
10.1002/cjoc.202300XXX
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The [2.2]paracyclophane-derived oxazole-pyrimidine ligands with
planar chirality (PYMCOX) were designed, synthesized and successfully
applied in nickel-catalyzed asymmetric 1,2-reduction of α,β-unsaturated
ketones, affording the chiral allyilic alcohols with up to 99% yield
and 99% ee. Meanwhile, this reduction reaction could be conducted on
gram scale without loss of activity and enantioseletivity, and the
chiral ligand could be conveniently recovered with high
yield. |