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

被引：36
|
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
收藏
页码：13248 / 13251
页数：4
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