Oxidative Kinetic Resolution of Alkyl-Substituted 1,2-Diamines

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-06-09 DOI:10.1021/acs.orglett.5c0187510.1021/acs.orglett.5c01875

Linglong Kan, Zihao Xu, Yuge Ji, Hongbin Liu, Lei Liu* and Gang Wang*,

引用次数: 0

Abstract

Chiral acyclic 1,2-diamines bearing alkyl-substituted stereocenters are privileged structural motifs in pharmaceuticals and agrochemicals. However, a catalytic asymmetric approach for these moieties has remained elusive. Here, we report a direct kinetic resolution of alkyl-substituted 1,2-diamines through titanium-catalyzed asymmetric oxidation to produce hydroxylamines. The practical method features a broad substrate scope, high levels of chiral recognition, good functional group tolerance, and high atom economy, enabling application in the synthesis of bioactive molecules that are difficult to obtain otherwise.

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烷基取代1,2-二胺的氧化动力学分解

手性无环1,2-二胺的烷基取代立体中心是制药和农用化学品的特殊结构基序。然而，催化这些部分的不对称方法仍然难以捉摸。在这里，我们报告了通过钛催化的不对称氧化生成羟胺的烷基取代的1,2-二胺的直接动力学分解。该实用方法具有底物范围广、手性识别水平高、官能团耐受性好、原子经济性高等特点，可应用于其他方法难以获得的生物活性分子的合成。

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.