Issue 22, 2017
From the journal:

Green Chemistry

Asymmetric transfer hydrogenation of aryl ketoesters with a chiral double-chain surfactant-type catalyst in water†

Jiahong Li,a   Zechao Lin,b   Qingfei Huang,b   Qiwei Wang,b   Lei Tang,c   Jin Zhub  and  Jingen Deng ORCID logo *bd  

* Corresponding authors

a School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China

b Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China
E-mail: jgdeng@cioc.ac.cn

c Laboratory of Anesthesia and Critical Care Medicine, Translational Neuroscience Center, West China Hospital, Sichuan University, Chengdu 610041, China

d Key Laboratory of Drug-Targeting of Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, China

Abstract

A chiral double-chain surfactant-type ligand was designed and synthesized. The rhodium catalyst formed from the ligand can self-assemble into chiral vesicular aggregates in water, which was applied to the ATH of a broad range of aromatic ketoesters in neat water and gave up to 99% yield and 99% ee. In addition, this double-chain surfactant-type catalyst could also be applied to the dynamic kinetic resolution (DKR) of bicyclic β-ketoesters in water.

Graphical abstract: Asymmetric transfer hydrogenation of aryl ketoesters with a chiral double-chain surfactant-type catalyst in water

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Article information

DOI
https://doi.org/10.1039/C7GC01639E
Article type
Communication
Submitted
05 Jun 2017
Accepted
06 Oct 2017
First published
09 Oct 2017

Green Chem., 2017,19, 5367-5370

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Asymmetric transfer hydrogenation of aryl ketoesters with a chiral double-chain surfactant-type catalyst in water

J. Li, Z. Lin, Q. Huang, Q. Wang, L. Tang, J. Zhu and J. Deng, Green Chem., 2017, 19, 5367 DOI: 10.1039/C7GC01639E

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