Literature DB >> 25224466

Nickel-catalyzed asymmetric transfer hydrogenation of olefins for the synthesis of α- and β-amino acids.

Peng Yang1, Haiyan Xu, Jianrong Steve Zhou.   

Abstract

The field of asymmetric (transfer) hydrogenation of prochiral olefins has been dominated by noble metal catalysts based on rhodium, ruthenium, and iridium. Herein we report that a simple nickel catalyst is highly active in the transfer hydrogenation using formic acid. Chiral α- and β-amino acid derivatives were obtained in good to excellent enantioselectivity. The key toward success was the use of the strongly donating and sterically demanding bisphosphine Binapine.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amino acids; formic acid; hydride insertion; nickel; transfer hydrogenation

Mesh:

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Year:  2014        PMID: 25224466     DOI: 10.1002/anie.201407744

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.

Authors:  Aaron M Whittaker; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-25       Impact factor: 15.336

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.  Nickel-Catalyzed Asymmetric Hydrogenation of Cyclic Sulfamidate Imines: Efficient Synthesis of Chiral Cyclic Sulfamidates.

Authors:  Yuanhua Liu; Zhiyuan Yi; Xuefeng Tan; Xiu-Qin Dong; Xumu Zhang
Journal:  iScience       Date:  2019-07-04

4.  Computational Prediction of Ammonia-Borane Dehydrocoupling and Transfer Hydrogenation of Ketones and Imines Catalyzed by SCS Nickel Pincer Complexes.

Authors:  Bing Qiu; Wan Wang; Xinzheng Yang
Journal:  Front Chem       Date:  2019-09-13       Impact factor: 5.221

5.  Synthesis of N-aryl β-amino acid derivatives via Cu(ii)-catalyzed asymmetric 1,4-reduction in air.

Authors:  Min Li; Hong-Feng Xia; Li-Yao Yang; Tao Hong; Lin-Jie Xie; Shijun Li; Jing Wu
Journal:  RSC Adv       Date:  2019-03-20       Impact factor: 4.036

  5 in total

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