Work

Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

Year: 2018

Type: article

Abstract: 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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.8b00681

Authors: Daniel M. Sedgwick, Inés López, Raquel Román, Nanako Kobayashi, Otome E. Okoromoba, Bo Xu, Gerald B. Hammond, Pablo Barrio, Santos Fustero

Institutions: Universitat de València, Centro de Investigacion Principe Felipe, Gakushuin University, University of Louisville, Donghua University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: green

Funders: Ministerio de Economía y Competitividad, Generalitat Valenciana, National Institutes of Health, National Institute of General Medical Sciences

Awards: G3251320612, G4669576146, G4876273067, Nucleophilic halogenation reagents

OpenAlex ID: W2796138707

FWCI: 1.639

Cites: 51

Cited by: 34

Related to: 10