Literature DB >> 27862426

Readily Accessible and Highly Efficient Ferrocene-Based Amino-Phosphine-Alcohol (f-Amphol) Ligands for Iridium-Catalyzed Asymmetric Hydrogenation of Simple Ketones.

Jianfei Yu1, Meng Duan2, Weilong Wu1, Xiaotian Qi2, Peng Xue1, Yu Lan2, Xiu-Qin Dong1, Xumu Zhang1,3.   

Abstract

We have successfully developed a series of novel and modular ferrorence-based amino-phosphine-alcohol (f-Amphol) ligands, and applied them to iridium-catalyzed asymmetric hydrogenation of various simple ketones to afford the corresponding chiral alcohols with excellent enantioselectivities and conversions (98-99.9 % ee, >99 % conversion, turnover number up to 200 000). Control experiments and density functional theory (DFT) calculations have shown that the hydroxyl group of our f-Amphol ligands played a key role in this asymmetric hydrogenation.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; chiral alcohols; ferrocenyl; ketones; ligands

Year:  2016        PMID: 27862426     DOI: 10.1002/chem.201604855

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 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.  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

  2 in total

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