一种基于Mn催化体系下合成手性炔丙醇化合物的方法

By using a free radical-mediated oxidation reaction under a Mn catalytic system, the problems of the single method and unsuitability for industrialization in the synthesis of chiral propargyl alcohols in the prior art have been solved. This has enabled the efficient synthesis of chiral propargyl alcohol compounds with high ee values, which are suitable for large-scale production.

CN117924002BActive Publication Date: 2026-07-17SHANDONG UNIV

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SHANDONG UNIV
Filing Date
2024-01-18
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing methods for synthesizing chiral propargyl alcohols are limited, metal reagents are sensitive and unsuitable for large-scale operations, tertiary C-H bond oxidation is not ideal, and there are limited reports on non-enzymatic asymmetric oxidation of propargyl groups.

Method used

Using a Mn catalytic system, under normal pressure and low temperature conditions, alkynes are mixed with catalyst (Salen) Mn, and iodobenzoylbenzene is added as an oxidant to generate chiral propargyl alcohol compounds through a free radical-mediated asymmetric oxidation reaction.

Benefits of technology

The method enables efficient synthesis of chiral propargyl alcohol compounds with an ee value ≥ 90%, with simple operation, mild conditions, and suitability for large-scale industrial production. It also allows for a wide range of substrate selection.

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Abstract

本发明涉及一种基于Mn催化体系下合成手性炔丙醇化合物的方法,该方法在有机溶剂中将炔与氧化剂PhIO混合,加入Salen‑Mn(Ⅲ)催化剂,在低温常压条件下反应制得产物,本发明操作简单,一步即可得到ee值≥90%的炔丙醇化合物,无高温高压反应,反应条件温和,反应条件、步骤简单,成本低,同时底物选择范围更广泛,三废少,适合大规模工业化生产。
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