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Yan, Jiahang; Zhang, Wenting; He, Qiaoqiao; Hou, Jun; Zeng, Hongxin; Wei, Hongbo; Xie, Weiqing
Organic & biomolecular chemistry, 03/2022, Letnik: 2, Številka: 12Journal Article
A nickel( ii )-catalyzed asymmetric direct vinylogous Michael addition of γ-alkyl monosubstituted α,β-unsaturated butyrolactams to α,β-unsaturated carbonyl compounds has been disclosed, affording γ,γ-dialkyl substituted butyrolactams in good yields and satisfactory enantioselectivities. A tandem catalytic asymmetric vinylogous Michael addition/intramolecular Michael addition has also been developed based on this reaction, which enabled the construction of enantioenriched octahydroindoles with three consecutive stereogenic carbon centers. A nickel( ii )/chiral N , N ′-dioxide catalyzed asymmetric direct vinylogous Michael addition of unsaturated butyrolactams enables synthesizing enantioenriched γ,γ-dialkyl substituted butyrolactams and octahydroindoles.
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