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钯(II)催化的由PIP辅助导向的去对称化 - 二甲基C(sp)-H烯基化/氮杂瓦克环化反应

Pd(II)-Catalyzed Desymmetrizing -Dimethyl C(sp)-H Alkenylation/Aza-Wacker Cyclization Directed by PIP Auxiliary.

作者信息

Wu Le-Song, Zhou Tao, Shi Bing-Feng

机构信息

Center of Chemistry for Frontier Technologies, Department of Chemistry, Zhejiang University, Hangzhou 310027, China.

College of Material Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, Zhejiang China.

出版信息

Org Lett. 2024 May 31;26(21):4457-4462. doi: 10.1021/acs.orglett.4c01214. Epub 2024 May 22.

Abstract

Desymmetrization of -dimethyl groups has been developed as an efficient pathway to achieve asymmetric C(sp)-H functionalization. Herein, we described a Pd(II)-catalyzed desymmetrizing -dimethyl C(sp)-H alkenylation/aza-Wacker cyclization directed by a bidentate 2-pyridinylisopropyl auxiliary. Chiral α-methyl γ-lactams were obtained in good yields (up to 82%) and high enantioselectivities (up to 91.5% ee).

摘要

-二甲基的去对称化已被开发为实现不对称C(sp)-H官能化的有效途径。在此,我们描述了一种由双齿2-吡啶基异丙基助剂导向的钯(II)催化的去对称化-二甲基C(sp)-H烯基化/氮杂瓦克环化反应。以良好的产率(高达82%)和高对映选择性(高达91.5% ee)获得了手性α-甲基γ-内酰胺。

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