双（恶唑啉）-镍（II）‐催化β -酮酯与硝酮的不对称光化学羟基化反应

IF 4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2026-04-27 DOI:10.1002/adsc.70480

Jian‐Peng Tai, Yan‐Ping Luo, Bao‐Gui Cai, Zi‐Yi Xie, Hao‐Ting Duan, Zi‐Xuan Dong, Wen‐Chao Mo, Chongqing Pan, Jun Xuan

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引用次数: 0

摘要

在有机化学中，硝基酮被广泛用作亲电试剂、1,3偶极子和自由基受体。相比之下，它们的光化学转化，特别是在不对称催化的情况下，仍然难以捉摸。在此，我们首次在双（恶唑啉）-Ni （II）催化下对硝基酮进行β -酮酯羟基化的对映选择性光转化。这种无光催化剂的方法可获得手性α -羟基β -酮酯，收率高，对映体选择性好（收率高达94%，ee为93%）。本研究为硝基化合物的不对称光化学研究开辟了新的化学空间。

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Bis(oxazoline)–Nickel(II)‐Catalyzed Asymmetric Photochemical Hydroxylation of β‐Keto Esters With Nitrones

Nitrones have been extensively employed as electrophiles, 1,3‐dipoles, and radical acceptors in organic chemistry. In contrast, their photochemical transformations, especially in the context of asymmetric catalysis, have remained elusive. Herein we disclose the first enantioselective phototransformation of nitrones for the hydroxylation of β‐keto esters under bis(oxazoline)–Ni(II) catalysis. This photocatalyst‐free method affords chiral α‐hydroxy β‐keto esters in high yields and excellent enantioselectivity (up to 94% yield, 93% ee). This work opens new chemical space for asymmetric photochemistry of nitrones.

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.