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

页码：4101 / 4104

页数：4

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