Copper-Catalyzed Tandem Trifluoromethylation/Semipinacol Rearrangement of Allylic Alcohols

被引：242

作者：

Chen, Zhi-Min ^{[1
,2
]}

Bai, Wei ^{[1
,2
]}

Wang, Shao-Hua ^{[1
,2
]}

Yang, Bin-Miao ^{[1
,2
]}

Tu, Yong-Qiang ^{[1
,2
]}

Zhang, Fu-Min ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 37期

关键词：

copper; fluorine; semipinacol rearrangement; trifluoromethylation; -trifluoromethyl ketone; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; SEMIPINACOL REARRANGEMENT; NUCLEOPHILIC TRIFLUOROMETHYLATION; MEDIATED TRIFLUOROMETHYLATION; ELECTROPHILIC TRIFLUOROMETHYLATION; TERMINAL ALKENES; HIGHLY EFFICIENT; RING EXPANSION;

D O I：

10.1002/anie.201304557

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tandem jump: A novel copper-catalyzed tandem trifluoromethylation/ semipinacol rearrangement reaction of allylic alcohols has been achieved under mild conditions. This reaction is valuable for the difunctionalization of alkenes through simultaneous construction of a C sp 3-CF3 bond and a quaternary carbon center, and could provide a straightforward strategy for the preparation of α-quaternary β-trifluoromethyl ketone derivatives. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

收藏

页码：9781 / 9785

页数：5

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