Literature DB >> 28093919

Iridium-Catalyzed Asymmetric Hydrogenation of Ketones with Accessible and Modular Ferrocene-Based Amino-phosphine Acid (f-Ampha) Ligands.

Jianfei Yu1, Jiao Long1, Yuhong Yang2, Weilong Wu1, Peng Xue1, Lung Wa Chung2, Xiu-Qin Dong1, Xumu Zhang1,2.   

Abstract

A series of tridentate ferrocene-based amino-phosphine acid (f-Ampha) ligands have been successfully developed. The f-Ampha ligands are extremely air stable and exhibited excellent performance in the Ir-catalyzed asymmetric hydrogenation of ketones (full conversions, up to >99% ee, and 500 000 TON). DFT calculations were performed to elucidate the reaction mechanism and the importance of the -COOH group. Control experiments also revealed that the -COOH group played a key role in this reaction.

Entities:  

Year:  2017        PMID: 28093919     DOI: 10.1021/acs.orglett.6b03862

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Ruthenium-catalyzed asymmetric hydrogenation of aromatic and heteroaromatic ketones using cinchona alkaloid-derived NNP ligands.

Authors:  Ling Zhang; Qian Chen; Linlin Li; Jian Jiang; Hao Sun; Li Li; Ting Liu; Lin Zhang; Chun Li
Journal:  RSC Adv       Date:  2022-05-18       Impact factor: 4.036

2.  Nickel-catalyzed asymmetric hydrogenation of β-acylamino nitroolefins: an efficient approach to chiral amines.

Authors:  Wenchao Gao; Hui Lv; Tonghuan Zhang; Yuhong Yang; Lung Wa Chung; Yun-Dong Wu; Xumu Zhang
Journal:  Chem Sci       Date:  2017-07-04       Impact factor: 9.825

3.  Ir/f-Ampha complex catalyzed asymmetric sequential hydrogenation of enones: a general access to chiral alcohols with two contiguous chiral centers.

Authors:  Wendian Li; Tilong Yang; Nan Song; Ruihao Li; Jiao Long; Lin He; Xumu Zhang; Hui Lv
Journal:  Chem Sci       Date:  2022-01-18       Impact factor: 9.825

  3 in total

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