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    Home > The team of academician Cheng Jinpei and associate researcher Li Xin of Nankai University realized the first reaction of using asymmetric allyl alkylation strategy to construct axially chiral aniline

    The team of academician Cheng Jinpei and associate researcher Li Xin of Nankai University realized the first reaction of using asymmetric allyl alkylation strategy to construct axially chiral aniline

    • Last Update: 2018-10-13
    • Source: Internet
    • Author: User
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    Asymmetric synthesis of axial chiral compounds has always been a research hotspot in organic synthesis chemistry These compounds have a wide range of applications and are often used as organic catalysts or metal ligands in asymmetric catalysis In addition, it also has very good biological activity, widely exists in natural products, drugs and bioactive molecules However, compared with the wide range of axial chiral diaryl compounds, the research of axial chiral anilines is less At present, only two organic catalytic methods for the efficient synthesis of axial chiral anilines have been reported Asymmetric allylic alkylation (AAA) has developed into an effective method for the construction of chiral compounds, but at present, it is all limited to the synthesis of central compounds, and there is no report on the use of this strategy for the construction of axial chiral compounds Recently, a team of academician Cheng Jinpei and associate researcher Li Xin from Nankai University reported for the first time the reaction of using asymmetric allyl alkylation strategy to construct axially chiral aniline The reaction has a wide range of substrates, high yield and good stereoselectivity Through racemization experiments, the team studied the steric resistance, electrical properties of substituents and the influence of substituents' position on the stereochemical stability In the study of reaction mechanism, the team introduced linear free energy correlation analysis, and found that the steric resistance and electronic effect of substituents play an important role in the stereoselectivity of products In addition, the team also proposed a possible transition state model, which was verified by preliminary theoretical calculation Relevant achievements were published on J am Chem SOC (J am Chem SOC 2018, 140, 12836) The first author of the paper is Li Shoulei, a doctoral candidate, and the corresponding author is Li Xin, an associate researcher.
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