Catalytic Asymmetric Hydrophosphination of α,β-Unsaturated Aza-heteroarenes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-23 DOI:10.1021/acs.orglett.5c0125510.1021/acs.orglett.5c01255

Lirong Chen, Guangfu Lu, Guiyong Wang, Zhifeng Ma*, Baomin Fan* and Yafei Guo*,

引用次数: 0

Abstract

Here we report a comprehensive investigation of the asymmetric addition of diarylphosphorus oxides to a wide range of α,β-unsaturated pyridines and other N-heterocyclic substrates, catalyzed by commercial chiral phosphoric acid, affording the corresponding products in up to 99% yield and 96% ee. The experimental studies and density functional theory calculation suggest the possible mechanism and the role of chiral phosphoric acid in the control of enantioselectivity.

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α，β-不饱和氮杂芳烃的催化不对称氢化反应

本文报道了在商业手性磷酸的催化下，二芳基磷氧化物在α、β-不饱和吡啶和其他n -杂环底物上的不对称加成反应，得到了高达99%收率和96% ee的相应产物。实验研究和密度泛函理论计算表明手性磷酸在控制对映体选择性中的可能机制和作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.