Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

被引：25

作者：

Sedgwick, Daniel M. ^{[1
,2
]}

Lopez, Ines ^{[1
]}

Roman, Raquel ^{[2
]}

Kobayashi, Nanako ^{[3
]}

Okoromoba, Otome E. ^{[4
]}

Xu, Bo ^{[5
]}

Hammond, Gerald B. ^{[4
]}

Barrio, Pablo ^{[1
]}

Fustero, Santos ^{[1
,2
]}

机构：

[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain

[2] Ctr Invest Principe Felipe, Lab Mol Organ, E-46012 Valencia, Spain

[3] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, 1-5-1 Mejiro, Tokyo 1718588, Japan

[4] Univ Louisville, Dept Chem, Louisville, KY 40292 USA

[5] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Shanghai 201620, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 08期

基金：

美国国家卫生研究院;

关键词：

ASYMMETRIC EPOXIDATION; HYDROGEN-FLUORIDE; ORGANIC-COMPOUNDS; SYNTHETIC METHODS; EPOXIDES; FLUOROHYDRINS; FLUORINATION; REAGENTS; ALKENES; 1,2-DIFUNCTIONALIZATION;

D O I：

10.1021/acs.orglett.8b00681

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：2338 / 2341

页数：4

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