Literature DB >> 24453171

Chemoselective catalytic conjugate addition of alcohols over amines.

Shuhei Uesugi1, Zhao Li, Ryo Yazaki, Takashi Ohshima.   

Abstract

A highly chemoselective conjugate addition of alcohols in the presence of amines is described. The cooperative nature of the catalyst enabled chemoselective activation of alcohols over amines, allowing the conjugate addition to soft Lewis basic α,β-unsaturated nitriles. Divergent transformation of the nitrile functionality highlights the utility of the present catalysis.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amino alcohols; chemoselective catalysis; cooperative effects; proton transfer; synthetic methods

Mesh:

Substances:

Year:  2014        PMID: 24453171     DOI: 10.1002/anie.201309755

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


  4 in total

1.  Insights into Ag(i)-catalyzed addition reactions of amino alcohols to electron-deficient olefins: competing mechanisms, role of catalyst, and origin of chemoselectivity.

Authors:  Chunhui Liu; Peilin Han; Zhizhong Xie; Zhihong Xu; Donghui Wei
Journal:  RSC Adv       Date:  2018-12-04       Impact factor: 4.036

Review 2.  A new and informative [a,b,c,d] nomenclature for one-pot multistep transformations: a simple tool to measure synthetic efficiency.

Authors:  Satrajit Indu; Krishna P Kaliappan
Journal:  RSC Adv       Date:  2018-06-11       Impact factor: 4.036

3.  Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments.

Authors:  Sina Haftchenary; Shawn D Nelson; Laura Furst; Sivaraman Dandapani; Steven J Ferrara; Žarko V Bošković; Samuel Figueroa Lazú; Adrian M Guerrero; Juan C Serrano; DeMarcus K Crews; Cristina Brackeen; Jeffrey Mowat; Thomas Brumby; Marcus Bauser; Stuart L Schreiber; Andrew J Phillips
Journal:  ACS Comb Sci       Date:  2016-08-12       Impact factor: 3.784

4.  High-effective approach from amino acid esters to chiral amino alcohols over Cu/ZnO/Al2O3 catalyst and its catalytic reaction mechanism.

Authors:  Shuangshuang Zhang; Jun Yu; Huiying Li; Dongsen Mao; Guanzhong Lu
Journal:  Sci Rep       Date:  2016-09-13       Impact factor: 4.379

  4 in total

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