Rhodium-Catalyzed Highly Regio- and Enantioselective Hydrogenation of Tetrasubstituted Allenyl Sulfones: An Efficient Access to Chiral Allylic Sulfones

被引：33

作者：

Long, Jiao ^{[1
,2
]}

Shi, Liyang ^{[1
,2
]}

Li, Xiong ^{[1
,2
]}

Lv, Hui ^{[1
,2
,5
]}

Zhang, Xumu ^{[3
,4
]}

机构：

[1] Wuhan Univ, Key Lab Biomed Polymers, Minist Educ, Wuhan 430072, Hubei, Peoples R China

[2] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China

[3] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

[4] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China

[5] Wuhan Univ, Engn Res Ctr Organosilicon Cpds & Mat, Minist Educ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 40期

基金：

中国国家自然科学基金;

关键词：

allenes; allylic sulfone; asymmetric hydrogenation; enantioselectivity; rhodium; BETA-ACYLAMINO NITROOLEFINS; ASYMMETRIC HYDROGENATION; ALPHA; BETA-UNSATURATED KETONES; AMINO NITROALKANES; GENERAL-APPROACH; ENAMIDO ESTERS; OLEFINS; LIGANDS; ACIDS; SEMIHYDROGENATION;

D O I：

10.1002/anie.201804891

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly regio- and enantioselective hydrogenation of challenging tetrasubstituted allenyl sulfones has been developed, affording chiral allylic sulfones in good yields with excellent regio- and enantioselectivities (up to 99% yield and 99% ee). This method provides an efficient and concise route to chiral allylic sulfones, thus offering an atom-economic process with a wide range of potential applications in organic synthesis and medicinal chemistry.

引用

页码：13248 / 13251

页数：4

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