Highly efficient and enantioselective synthesis of chiral lactones via Ir-catalysed asymmetric hydrogenation of ketoesters

Song, Jingyuan1,2; Yin, Congcong2; Zhang, Yao2; Shi, Yongjie2; Li, Yingjun3,4; Chen, Gen-Qiang4; Zhang, Xumu2,3

2022-06-01

10.1039/d2cc02069f

CHEMICAL COMMUNICATIONS   影响因子和分区

1359-7345

1364-548X

Owing to the biological significance and great synthetic value of chiral lactones and their derivatives, increasing attention has been paid to developing effective synthetic methods for chiral lactones. We herein report an efficient asymmetric hydrogenation of benzo-fused ketoesters, gamma-ketoesters and biaryl-bridged ketoesters catalyzed by chiral iridium complexes bearing ferrocene-based chiral ligands, furnishing a series of chiral lactones in superb yields and excellent enantioselectivities (up to 99% yields and up to 99% ee).

SCI ; EI

英语

NI论文

通讯

National Natural Science Foundation of China["21901107","22171129"] ; Shenzhen Bay Laboratory[SZBL2019062801006] ; Shenzhen Science and Technology Innovation Committee["JCYJ20210324104202007","KQTD2015071710315717"] ; Key-Area Research and Development Program of Guangdong Province["2021B1111110001","2020B010188001"] ; Stable Support Plan Program of Shenzhen Natural Science Fund[20200925161222002] ; Innovative Team of Universities in Guangdong Province[2020KCXTD016] ; Guangdong Basic and Applied Basic Research Foundation[2022B1515020055]

Chemistry

Chemistry, Multidisciplinary

WOS:000821433100001

ROYAL SOC CHEMISTRY

20223412623199

Catalysis ; Esters ; Hydrogenation ; Iridium compounds ; Iron compounds ; Ligands ; Organometallics

Physical Chemistry:801.4 ; Chemical Reactions:802.2 ; Organic Compounds:804.1

CHEMISTRY

Web of Science

1.Harbin Inst Technol, Sch Chem & Chem Engn, Harbin 150001, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Rd, Shenzhen 518055, Peoples R China
3.Shenzhen Bay Lab, Shenzhen 518132, Peoples R China
4.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Dept Chem, 1088 Xueyuan Rd, Shenzhen 518055, Peoples R China

Song, Jingyuan,Yin, Congcong,Zhang, Yao,et al. Highly efficient and enantioselective synthesis of chiral lactones via Ir-catalysed asymmetric hydrogenation of ketoesters[J]. CHEMICAL COMMUNICATIONS,2022,58:8408-8411.

Song, Jingyuan.,Yin, Congcong.,Zhang, Yao.,Shi, Yongjie.,Li, Yingjun.,...&Zhang, Xumu.(2022).Highly efficient and enantioselective synthesis of chiral lactones via Ir-catalysed asymmetric hydrogenation of ketoesters.CHEMICAL COMMUNICATIONS,58,8408-8411.

Song, Jingyuan,et al."Highly efficient and enantioselective synthesis of chiral lactones via Ir-catalysed asymmetric hydrogenation of ketoesters".CHEMICAL COMMUNICATIONS 58(2022):8408-8411.