光激发汉奇酯和钴催化实现醛的非映对和对映选择性烯丙基化

IF 13.1 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-04-02 DOI:10.1021/acscatal.5c0106010.1021/acscatal.5c01060

Junjie Xue, Jiaming Zou, Shen Gao, Qingshu Zheng*, Weiwei Fang* and Jiawang Liu*,

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引用次数: 0

摘要

在此，我们提出了在不使用外源光催化剂的情况下，通过钴催化和光激发Hantzsch酯（HE）合并醛与烯丙基碳酸酯的非映对和对映选择性烯丙基化。各种（Z/ e混合）线性和支链烯丙基碳化物以及芳基和烷基醛在该方案中都很好地兼容，提供一系列高收率（高达89%）的均烯丙醇，具有高非对映选择性（高达>；20/1 dr）和对映选择性（高达98% ee）。机理研究表明，光激发HE可以直接还原钴，从而证明了其作为光敏剂和牺牲试剂的双重作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoexcited Hantzsch Ester and Cobalt Catalysis Enable Diastereo- and Enantioselective Allylation of Aldehydes

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Photoexcited Hantzsch Ester and Cobalt Catalysis Enable Diastereo- and Enantioselective Allylation of Aldehydes

Herein, we present the diastereo- and enantioselective allylation of aldehydes with allylic carbonates by merging cobalt catalysis and photoexcited Hantzsch ester (HE) without the utilization of exogenous photocatalysts. Various (Z/E-mixed) linear and branched allylic carbonates as well as aryl and alkyl aldehydes are well compatible in this protocol, affording an array of homoallylic alcohols in good to high yields (up to 89%) with high diastereoselectivities (up to >20/1 dr) and enantioselectivities (up to 98% ee). Mechanistic studies revealed that the photoexcited HE could reduce cobalt directly, thus demonstrating its dual role as a photosensitizer and sacrificial reagent.

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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.