Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

A simple, user-friendly, metal-free protocol for the regioselective anti-Markovnikov hydrofluorination of olefins using readily available and inexpensive reagents has been developed. This new approach displays a broader scope than previously reported methodologies and has been applied to the late-st...

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Veröffentlicht in:Organic letters 2018-04, Vol.20 (8), p.2338-2341
Hauptverfasser: Sedgwick, Daniel M, López, Inés, Román, Raquel, Kobayashi, Nanako, Okoromoba, Otome E, Xu, Bo, Hammond, Gerald B, Barrio, Pablo, Fustero, Santos
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Halogenation
Metals
Molecular Structure
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Beschreibung
Zusammenfassung:A simple, user-friendly, metal-free protocol for the regioselective anti-Markovnikov hydrofluorination of olefins using readily available and inexpensive reagents has been developed. This new approach displays a broader scope than previously reported methodologies and has been applied to the late-stage fluorination of a complex molecule, giving rise to a fluorosteroid derivative. The stereochemistry of the process has also been studied in some detail.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b00681