Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes

被引：129
作者：
Talbot, Eric P. A. [1 ,2 ]
Fernandes, Talita de A. [2 ]
McKenna, Jeffrey M. [1 ]
Toste, F. Dean [2 ]
机构：
[1] Novartis Inst Biomed Res, Horsham RH12 5AB, W Sussex, England
[2] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 11期
关键词：
ORGANOCATALYTIC ALPHA-FLUORINATION; ENANTIOSELECTIVE FLUORINATION; (Z)-4'-ACETOXY-2'-BUTENYL 2-ALKYNOATES; COUPLING REACTIONS; ACID DERIVATIVES; C-C; CARBON; OXYARYLATION; CYCLIZATION; ARYLATION;
D O I：
10.1021/ja412881j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiomeric excess. A mechanism proceeding through a Pd(IV)-fluoride intermediate is proposed for the transformation and synthesis of an sp(3) C-F bond.
引用
收藏
页码：4101 / 4104
页数：4
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