使用最小活化烯烃的苯并酰胺定向芳化交偶联：叔、季立体中心的对映选择性合成

IF 16.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Angewandte Chemie International Edition Pub Date : 2025-03-20 DOI:10.1002/anie.202502569

Timothy P. Aldhous, Raymond Chung, Abbas Hassan, Andrew G. Dalling, Phillippa Cooper, Simon Grélaud, Richard J. Mudd, Lyman J. Feron, Paul D. Kemmitt, John F. Bower

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摘要

用二茂铁基同手性二膦酸盐配体修饰的ir体系，由功能化的SPINOL衍生物制备而成，促进了涉及最低活性烯烃的苯酰胺定向氢化芳基交叉偶联。该过程具有高度的分支选择性和对映选择性。因此，叔苄基立体中心是在副产物自由条件下生成的。这与传统的交叉耦合方法形成了对比，后者步骤少，原子经济。初步结果表明，这一过程延伸到形成季苄基立体中心。

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Benzamide-Directed Hydroarylative Cross-Couplings Using Minimally Activated Alkenes: Enantioselective Synthesis of Tertiary and Quaternary Stereocenters

Ir-systems modified with ferrocene-based homochiral diphosphonite ligands, prepared from functionalized SPINOL derivatives, promote benzamide-directed hydroarylative cross-couplings involving minimally activated alkenes. The processes are highly branched selective and enantioselective. Accordingly, tertiary benzylic stereocenters are generated under byproduct-free conditions. This contrast with conventional cross-coupling approaches, which are less step and atom economical. Preliminary results show that the process extends to the formation of quaternary benzylic stereocenters.

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.