对映选择合成
化学
双功能
烷基化
吡咯烷
结合
催化作用
醛
酰胺
组合化学
有机化学
立体化学
数学
数学分析
作者
Zhen Li,Xiao‐Ming Zhang,Fu‐Min Zhang,Yong‐Qiang Tu
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-09-27
卷期号:25 (39): 7252-7257
标识
DOI:10.1021/acs.orglett.3c02882
摘要
An asymmetric conjugate addition of aldehydes with o-azaxylylene intermediates (indol-2-ones) from 3-bromooxindoles has been developed. The use of a novel spiro-pyrrolidine (SPD)-derived bifunctional N-sulfonylated amide catalyst is essential for a highly diastereo- and enantioselective transformation to provide a wide array of enantioenriched C3 quaternary oxindoles with structurally diverse β-aldehyde appendages. Further application of this synthetic methodology enables the construction of the tricyclic cores of akuammiline-type alkaloids.
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