Catalytic Asymmetric Synthesis of Tetrahydrofuran Spirooxindoles via a Dinuclear Zinc Catalyst
dataset
posted on 2020-03-03, 16:35 authored by Ya-Jun Guo, Xin Guo, De-Zhi Kong, Hui-Jie Lu, Lan-Tao Liu, Yuan-Zhao Hua, Min-Can WangAn asymmetric Michael/hemiketalization
and FridelCrafts
reaction has been reported through a one-pot reaction. A number of
structurally novel tetrahydrofuran spirooxindoles are synthesized
in the presence of a 10 mol % dinuclear zinc catalyst with diastereomer
ratios (dr) of 3:1–13:1 and an enantiomeric excess (ee) of
75–99%. The reaction can be performed on a gram scale without
impacting its efficiency. The absolute configuration of products is
confirmed by X-ray single crystal structure analysis, and a possible
mechanism is proposed.
