Nickel-Catalyzed Reductive Conjugate Addition of Primary Alkyl Bromides to Enones To Form Silyl Enol Ethers

被引：25

作者：

Huihui, Kierra M. M. ^{[1
]}

Shrestha, Ruja ^{[1
]}

Weixs, Daniel J. ^{[1
]}

机构：

[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 02期

基金：

美国国家卫生研究院;

关键词：

ORGANIC HALIDES; COUPLING REACTIONS; COMPLEXES; MECHANISM; REAGENTS; TRIMETHYLALUMINUM; CHEMISTRY; ALDEHYDES; KETONES;

D O I：

10.1021/acs.orglett.6b03509

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conjugate addition of organometallic reagents to enones to form silyl enol ether products is a versatile method to difunctionalize activated olefins, but the organometallic reagents required can be limiting. The reductive cross-electrophile coupling of unhindered primary alkyl bromides with enones and chlorosilanes to form silyl enol ether products is catalyzed by a nickel-complexed ortho-brominated terpyridine ligand. The conditions are compatible with a variety of cyclic/acyclic enones and functional groups.

引用

页码：340 / 343

页数：4

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