由导向基团催化的1,1-二取代烯烃的区域选择性和对映选择性加成：无环四元立体中心的构建

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-05-08 DOI:10.1021/acscatal.5c02042

Kentaro Yamakawa, Takahiro Nishimura

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引用次数: 0

摘要

全碳四元立体中心普遍存在于许多天然产物和药物中，但它们的高效和选择性构建仍然是一个挑战。在这里，我们报道了铱催化的1,1-二取代烯烃的区域和对映选择性氢杂芳化反应。利用合适的导向基团，构建了具有高对映选择性的全碳四元立体中心。在温和的反应条件下，导向基团很容易被去除，从而证明了该产品的合成用途。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ir-Catalyzed Regio- and Enantioselective C–H Addition to 1,1-Disubstituted Alkenes Enabled by the Directing Group: Construction of Acyclic Quaternary Stereocenters

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Ir-Catalyzed Regio- and Enantioselective C–H Addition to 1,1-Disubstituted Alkenes Enabled by the Directing Group: Construction of Acyclic Quaternary Stereocenters

All-carbon quaternary stereocenters are prevalent in many natural products and pharmaceuticals, yet their efficient and selective construction still remains challenging. Here we report iridium-catalyzed regio- and enantioselective hydroheteroarylation of 1,1-disubstituted alkenes. Taking advantage of an appropriate directing group, the all-carbon quaternary stereocenters were constructed with high enantioselectivities. The directing group was easily removed under mild reaction conditions, and thus, the synthetic utility of the product was also demonstrated.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.