Asymmetric Synthesis of Chiral Sulfoximines via the S-Arylation of Sulfinamides

被引：96

作者：

Aota, Yusuke ^{[1
]}

Kano, Taichi ^{[1
]}

Maruoka, Keiji ^{[1
,2
,3
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

[2] Kyoto Univ, Grad Sch Pharmaceut Sci, Lab Organocatalyst Chem, Sakyo Ku, Kyoto 6068502, Japan

[3] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Guangdong, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 49期

基金：

日本学术振兴会;

关键词：

RHODIUM-CATALYZED IMINATION; DIARYLIODONIUM SALTS; ENANTIOSELECTIVE SYNTHESIS; ENANTIOPURE SULFINAMIDES; KINETIC RESOLUTION; NITRENE TRANSFER; NH-SULFOXIMINES; CDK INHIBITOR; BAY; 1000394; SULFOXIDES;

D O I：

10.1021/jacs.9b11298

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optically active sulfoximines are a promising substance in medicinal chemistry. However, a methodology for preparing chiral sulfoximines in a stereoselective manner has been underdeveloped. Here, we report an asymmetric synthesis of chiral sulfoximines having an aryl group by the newly developed sulfur-selective arylation of easily accessible chiral sulfinamides. The utility of the present method is demonstrated by the asymmetric synthesis of a key intermediate of a COX-2 inhibitor.

引用

页码：19263 / 19268

页数：6

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