Journal of Organic Chemistry p. 4419 - 4429 (2015)
Update date:2022-08-03
Topics:
Lin, Zechao
Li, Jiahong
Huang, Qingfei
Huang, Qiuya
Wang, Qiwei
Tang, Lei
Gong, Deying
Yang, Jun
Zhu, Jin
Deng, Jingen
A series of amphiphilic ligands were designed and synthesized. The rhodium complexes with the ligands were applied to the asymmetric transfer hydrogenation of broad range of long-chained aliphatic ketoesters in neat water. Quantitative conversion and excellent enantioselectivity (up to 99% ee) was observed for α-, β-, γ-, δ- and ε-ketoesters as well as for α- and β-acyloxyketone using chiral surfactant-type catalyst 2. The CH/π interaction and the strong hydrophobic interaction of long aliphatic chains between the catalyst and the substrate in the metallomicelle core played a key role in the catalytic transition state. Synergistic effects between the metal-catalyzed site and the hydrophobic microenvironment of the core in the micelle contributed to high stereoselectivity. (Chemical Equation Presented).
View MoreXiamen XM-Innovation Chemical Co., Ltd
Contact:+86-592-3216205
Address:Unit Q, 11/F, No.1 Office Building, Wuyuan Bay Business Center, Huli District, Xiamen City, Fujian Province, P.R.C
Nanjing lanbai chemical Co.,Ltd.
Contact:+86-25-85499326
Address:Room 908, 9F Taiyue Building,No.285 Heyan Road
Airsea(Taizhou) Pharmaceutical Limited
Contact:+86-576-88057622
Address:Dubei, Duqiao, Linhai, Taizhou, Zhejiang, China Zip: 317016
Zibo Fuxi'er Chemical Co.,Ltd (Shanxian Fuxi'er Chemical Co.,Ltd)
Contact:+86-533-2091422
Address:Eastern 4 on the 3th Road ,Liangxiang Industrial Park, Zibo city ,Shandong,China
Laohekou Jinghong Chemical Co.,Ltd
Contact:+86-0710-3702747
Address:163.East,Huagong Road,Laohekou
Doi:10.1021/jacs.1c01865
(2021)Doi:10.1021/acs.orglett.8b03098
(2018)Doi:10.1016/S0040-4039(98)00138-5
(1998)Doi:10.1016/S0960-894X(97)10144-5
(1997)Doi:10.1016/S0040-4039(97)10860-7
(1998)Doi:10.1016/S0040-4039(97)10840-1
(1998)