Efficient synthesis of chiral beta-hydroxy sulfones via iridium-catalyzed hydrogenation

Tao, Lin1; Yin, Congcong1; Dong, Xiu-Qin1; Zhang, Xumu1,2,3

2019-01-28

10.1039/c8ob02923g

ORGANIC & BIOMOLECULAR CHEMISTRY   影响因子和分区

1477-0520

1477-0539

A highly efficient Ir/f-Amphol-catalyzed asymmetric hydrogenation of prochiral beta-keto sulfones was successfully developed to prepare a series of chiral beta-hydroxy sulfones with good to excellent results (62%->99% conversions, 35%-99% yields and 86%->99% ee). Our Ir/f-Amphol L4 catalytic system exhibited very high activity; the gram-scale asymmetric hydrogenation was performed well with just 0.005 mol% catalyst loading (S/C = 20 000) to afford the desired product 2a with >99% conversion, 99% yield and 93% ee.

SCI ; EI ; IC

英语

通讯

Fundamental Research Funds for Central Universities[2042018kf0202]

Chemistry

Chemistry, Organic

WOS:000457344300006

ROYAL SOC CHEMISTRY

20190506440821

Iridium

Precious Metals:547.1 ; Chemical Reactions:802.2

CHEMISTRY

Web of Science

1.Wuhan Univ, Coll Chem & Mol Sci, Engn Res Ctr Organosilicon Cpds & Mat, Key Lab Biomed Polymers,Minist Educ, Wuhan 430072, Hubei, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China
3.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China

Tao, Lin,Yin, Congcong,Dong, Xiu-Qin,et al. Efficient synthesis of chiral beta-hydroxy sulfones via iridium-catalyzed hydrogenation[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2019,17(4):785-788.

Tao, Lin,Yin, Congcong,Dong, Xiu-Qin,&Zhang, Xumu.(2019).Efficient synthesis of chiral beta-hydroxy sulfones via iridium-catalyzed hydrogenation.ORGANIC & BIOMOLECULAR CHEMISTRY,17(4),785-788.

Tao, Lin,et al."Efficient synthesis of chiral beta-hydroxy sulfones via iridium-catalyzed hydrogenation".ORGANIC & BIOMOLECULAR CHEMISTRY 17.4(2019):785-788.