A practical strategy to access chiral α-aryloxy carboxylic acids through ion-pairing directed asymmetric hydrogenation

Lin Yao; Haixia Ma; Zhuang Nie; Huifang Nie; Dongxu Zhang; Zhao Wei; Zhanhong Shen; Weiping Chen; Ru Jiang; Shengyong Zhang

doi:10.1039/D0QO01205J

A practical strategy to access chiral α-aryloxy carboxylic acids through ion-pairing directed asymmetric hydrogenation†

Lin Yao,

‡^a Haixia Ma,‡^a Zhuang Nie,^b Huifang Nie,

^a Dongxu Zhang,^a Zhao Wei,^a Zhanhong Shen,^a Weiping Chen,

^a Ru Jiang

*^a and Shengyong Zhang*^a

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* Corresponding authors

^a Department of Medicinal Chemistry and Pharmaceutical Analysis, School of Pharmacy, Fourth Military Medical University, 169 Changle West Road, Xi'an, PR China
E-mail: jiangru@fmmu.edu.cn, syzhang@fmmu.edu.cn

^b Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, The College of Life Science, Northwest University, Xi'an 710069, PR China

Abstract

A series of optically active α-aryloxy carboxylic acids were obtained via Chenphos/Rh catalyzed highly efficient asymmetric hydrogenation. The proposed ion-pairing interaction between the ligand and the substrate plays a vital role in achieving high enantioselectivity.

Organic Chemistry Frontiers

A practical strategy to access chiral α-aryloxy carboxylic acids through ion-pairing directed asymmetric hydrogenation†

Abstract

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A practical strategy to access chiral α-aryloxy carboxylic acids through ion-pairing directed asymmetric hydrogenation

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