Recent advances in organocatalytic enantioselective syntheses of β-fluoroamine compounds

Taeyang Do; Geun Ho Kim; Ramon Rios; Jung Woon Yang

doi:10.1016/j.mcat.2025.114944

Recent advances in organocatalytic enantioselective syntheses of β-fluoroamine compounds

Taeyang Do, Geun Ho Kim, Ramon Rios, Jung Woon Yang

Chemistry

Sungkyunkwan University

Research output: Contribution to journal › Review article › peer-review

1 Scopus citations

Abstract

β-Fluoroamines are valuable entities in pharmaceutical, medicinal chemistry, and biochemistry. This review highlights the recent advances in transition metal-free and organocatalytic methods for the regio- and stereoselective synthesis of chiral 1,2-aminofluorinated alkyl compounds. Synthetic methods for direct 1,2- and 1,4-aminofluorination, along with fluorocyclization reactions, are described an enantioselective manner, with a focus on organocatalytic reactions involving a Lewis base, phase-transfer, and hypervalent iodine catalysis. The results of a comprehensive mechanistic study of each reaction are presented, along with a detailed perspective.

Original language	British English
Article number	114944
Journal	Molecular Catalysis
Volume	576
DOIs	https://doi.org/10.1016/j.mcat.2025.114944
State	Published - 1 Apr 2025

Keywords

Enantioselective fluorination
Hypervalent iodine chemistry
Organocatalysis
Phase-transfer catalysis
β-fluoroamines

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10.1016/j.mcat.2025.114944

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title = "Recent advances in organocatalytic enantioselective syntheses of β-fluoroamine compounds",

abstract = "β-Fluoroamines are valuable entities in pharmaceutical, medicinal chemistry, and biochemistry. This review highlights the recent advances in transition metal-free and organocatalytic methods for the regio- and stereoselective synthesis of chiral 1,2-aminofluorinated alkyl compounds. Synthetic methods for direct 1,2- and 1,4-aminofluorination, along with fluorocyclization reactions, are described an enantioselective manner, with a focus on organocatalytic reactions involving a Lewis base, phase-transfer, and hypervalent iodine catalysis. The results of a comprehensive mechanistic study of each reaction are presented, along with a detailed perspective.",

keywords = "Enantioselective fluorination, Hypervalent iodine chemistry, Organocatalysis, Phase-transfer catalysis, β-fluoroamines",

author = "Taeyang Do and Kim, \{Geun Ho\} and Ramon Rios and Yang, \{Jung Woon\}",

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doi = "10.1016/j.mcat.2025.114944",

language = "British English",

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T1 - Recent advances in organocatalytic enantioselective syntheses of β-fluoroamine compounds

AU - Do, Taeyang

AU - Kim, Geun Ho

AU - Rios, Ramon

AU - Yang, Jung Woon

PY - 2025/4/1

Y1 - 2025/4/1

N2 - β-Fluoroamines are valuable entities in pharmaceutical, medicinal chemistry, and biochemistry. This review highlights the recent advances in transition metal-free and organocatalytic methods for the regio- and stereoselective synthesis of chiral 1,2-aminofluorinated alkyl compounds. Synthetic methods for direct 1,2- and 1,4-aminofluorination, along with fluorocyclization reactions, are described an enantioselective manner, with a focus on organocatalytic reactions involving a Lewis base, phase-transfer, and hypervalent iodine catalysis. The results of a comprehensive mechanistic study of each reaction are presented, along with a detailed perspective.

AB - β-Fluoroamines are valuable entities in pharmaceutical, medicinal chemistry, and biochemistry. This review highlights the recent advances in transition metal-free and organocatalytic methods for the regio- and stereoselective synthesis of chiral 1,2-aminofluorinated alkyl compounds. Synthetic methods for direct 1,2- and 1,4-aminofluorination, along with fluorocyclization reactions, are described an enantioselective manner, with a focus on organocatalytic reactions involving a Lewis base, phase-transfer, and hypervalent iodine catalysis. The results of a comprehensive mechanistic study of each reaction are presented, along with a detailed perspective.

KW - Enantioselective fluorination

KW - Hypervalent iodine chemistry

KW - Organocatalysis

KW - Phase-transfer catalysis

KW - β-fluoroamines

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DO - 10.1016/j.mcat.2025.114944

M3 - Review article

AN - SCOPUS:85219010628

SN - 2468-8231

VL - 576

JO - Molecular Catalysis

JF - Molecular Catalysis

M1 - 114944

ER -

Recent advances in organocatalytic enantioselective syntheses of β-fluoroamine compounds

Abstract

Keywords

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