Enantioselective α-Arylation of Primary Alcohols under Sequential One-Pot Catalysis

被引：5
|
作者：
Lainer, Bruno [1 ]
Lichosyt, Dawid [1 ,2 ]
Aleksandrova, Maiia [1 ]
Dydio, Pawel [1 ]
机构：
[1] Univ Strasbourg, CNRS, ISIS UMR 7006, F-67000 Strasbourg, France
[2] Univ Warsaw, Fac Chem, Biol & Chem Res Ctr, Zwirki & Wigury St 101, PL-02089 Warsaw, Poland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 13期
基金：
欧洲研究理事会;
关键词：
C-H BOND; ARYLBORONIC ACIDS; FUNCTIONALIZATION; HYDROGENATION; ALDEHYDES; ETHERS; BIPAM;
D O I：
10.1021/acs.joc.1c00983
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Secondary benzylic alcohols and diarylmethanols are common structural motifs of biologically active and medicinally relevant compounds. Here we report their enantioselective synthesis by alpha-arylation of primary aliphatic and benzylic alcohols under sequential catalysis integrating a Ru-catalyzed hydrogen transfer oxidation and a Ru-catalyzed nucleophilic addition. The method can be applied to various alcohols and aryl nucleophiles tolerating a range of functional groups, including secondary alcohols, ketones, alkenes, esters, NH amides, tertiary amines, aryl halides, and heterocycles.
引用
收藏
页码：9253 / 9262
页数：10
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