Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

被引：38

作者：

Eno, Meredith S. ^{[1
]}

Lu, Alexander ^{[1
]}

Morken, James P. ^{[1
]}

机构：

[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 25期

关键词：

GRIGNARD-REAGENTS; ALKYL-HALIDES; ENANTIOSELECTIVE DESYMMETRIZATION; BENZYLIC ETHERS; ORGANIC HALIDES; SECONDARY; ELECTROPHILES; TOSYLATES; COMPLEXES; LIGAND;

D O I：

10.1021/jacs.6b03384

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive S(N)2-like oxidative addition of a nickel complex to the electrophilic substrate.

引用

页码：7824 / 7827

页数：4

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