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铑催化的烯丙基胺化反应用于对映选择性合成叔β-氟代胺

Rhodium-Catalyzed Allylic Amination for the Enantioselective Synthesis of Tertiary β-Fluoroamines.

作者信息

Chukwu Felix O, Arachchi Madhawee K, Nguyen Hien M

机构信息

Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.

出版信息

Org Lett. 2025 Jan 17;27(2):594-599. doi: 10.1021/acs.orglett.4c04289. Epub 2025 Jan 3.

Abstract

The utilization of β-fluoroamines as pharmaceutical components for drug development has attracted a considerable amount of interest. However, direct access to tertiary β-fluoroamines is challenging. We herein report the rhodium-catalyzed asymmetric amination of tertiary allylic trichloroacetimidates with anilines and cyclic aliphatic amines to access tertiary β-fluoroamines, where the α-carbon atom is bonded to four different substituents, in good yield with high levels of enantioselectivity.

摘要

将β-氟胺用作药物开发的药物成分已引起了相当大的关注。然而,直接获得叔β-氟胺具有挑战性。我们在此报告了铑催化叔烯丙基三氯乙酰亚胺与苯胺和环状脂肪胺的不对称胺化反应,以获得α-碳原子与四个不同取代基相连的叔β-氟胺,产率良好且对映选择性高。

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