筑地反应
钯
烯丙基重排
手性(物理)
催化作用
烷基化
化学
氮丙啶
轴对称性
轴手性
组合化学
对映选择合成
有机化学
戒指(化学)
物理
手征对称破缺
对称性破坏
量子力学
Nambu–Jona Lasinio模型
作者
Daolin Wang,Jin-Ho Zong,Bowen Wang,Longwu Sun,Xiao Xiao,Hu‐Ri Piao,Miaolin Ke,Fen‐Er Chen
标识
DOI:10.1016/j.gresc.2024.05.006
摘要
Axially chiral anilide compounds are an emerging but scarcely investigated class of stereogenic molecules with potential applications as chiral catalysts, biologically active scaffolds and functional materials. Compared to the C-C axially chiral molecules, the synthesis of axially chiral anilide compounds is a challenge owing to the lower rotation barriers. Herein, the construction of chiral allylic amine bearing axial chirality and central chirality via Pd-catalyzed atroposelective N-allylic alkylation reaction of cyclic vinyl carbonates and sulfonamides is reported. A diverse range of chiral sulfonamides bearing axial chirality and central chirality were synthesized in high yields and excellent enantioselectivities (up to 92% yield and 99% ee). In addition, the practical application of this protocol was also demonstrated by gram-scale synthesis and derivatives of the compound.
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