Catalytic Asymmetric Hydrogen Atom Transfer Based on a Chiral Hydrogen Atom Donor Generated from TBADT and Chiral BINOL.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-09-24 DOI:10.1021/acs.orglett.4c03175

Ling Li, Shi-Qi Zhang, Xin Cui, Gang Zhao, Zhuo Tang, Guang-Xun Li

引用次数: 0

Abstract

Enantioselective radical reactions mediated by TBADT have seldom been seen due to the inherent challenges. Herein, we disclose a new chiral hydrogen atom transfer (HAT) reagent that was generated easily from 8H-BINOL, potassium carbonate, and TBADT under irradiation. The new complex 8H-BINOL/DTs could be used as a chiral H donor. A series of azaarenes could be converted into the corresponding chiral compounds via radical addition followed by enantioselective HAT.

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基于 TBADT 和手性 BINOL 生成的手性氢原子供体的催化不对称氢原子转移。

由于其固有的挑战性，由 TBADT 介导的对映选择性自由基反应很少见。在此，我们揭示了一种新的手性氢原子转移（HAT）试剂，该试剂由 8H-BINOL、碳酸钾和 TBADT 在辐照下轻松生成。新复合物 8H-BINOL/DTs 可用作手性氢供体。通过自由基加成和对映选择性 HAT，可以将一系列氮杂烯烃转化为相应的手性化合物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.