Catalytic asymmetric kinetic resolution of 2-ethynylaziridines via nucleophilic ring opening with amines

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-09-02 DOI:10.1039/D5OB01270H

Wen-Tao Ji, Ting-Ting Cheng, Yao Li and Zhuo Chai

引用次数: 0

Abstract

The enantioselective kinetic resolution of racemic 2-ethynylaziridines via ring opening with amines is realized under the catalysis of a chiral Cu(I)–bisphosphine combination. This protocol provides an expedient way to access synthetically valuable enantioenriched propargylic vicinal diamines (70%–95% yields, 14%–95% ee) and 2-ethynylaziridines (70%–95% recovery rates, 14%–95% ee) within 15–240 h under mild reaction conditions.

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亲核开环与胺催化2-乙基苄基嘧啶的不对称动力学分解。

在手性Cu(I)-双膦化合物的催化下，通过开环与胺的反应实现了消旋2-乙基苄基嘧啶的对映选择性动力学拆分。该方案在温和的反应条件下，在15-240 h内获得了具有合成价值的富含对映体的丙基邻胺（产率70%-95%，ee 14%-95%）和2-乙酰肼（回收率70%-95%，ee 14%-95%）。

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 & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.