Literature DB >> 19185030

Hydride-donor abilities of 1,4-dihydropyridines: a comparison with pi nucleophiles and borohydride anions.

Dorothea Richter1, Herbert Mayr.   

Abstract

How are dihydropyridines like indoles? Both groups of compounds have similar nucleophilicity parameters N and are therefore suitable substrates for iminium-catalyzed reactions of alpha,beta-unsaturated aldehydes. The N parameters of 1,4-dihydropyridines were derived from the rates of hydride transfer reactions to benzhydrylium ions (see scheme).

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Year:  2009        PMID： 19185030     DOI： 10.1002/anie.200804263

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


  4 in total

1.  Efficient Synthesis of Trifluoromethyl Amines through a Formal Umpolung Strategy from the Bench-Stable Precursor (Me4 N)SCF3.

Authors:  Thomas Scattolin; Kristina Deckers; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-09       Impact factor: 15.336

2.  Diazaphosphinanes as hydride, hydrogen atom, proton or electron donors under transition-metal-free conditions: thermodynamics, kinetics, and synthetic applications.

Authors:  Jingjing Zhang; Jin-Dong Yang; Jin-Pei Cheng
Journal:  Chem Sci       Date:  2020-03-05       Impact factor: 9.825

3.  Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid.

Authors:  Vladimir Lamm; Xiangcheng Pan; Tsuyoshi Taniguchi; Dennis P Curran
Journal:  Beilstein J Org Chem       Date:  2013-04-08       Impact factor: 2.883

4.  A combined continuous microflow photochemistry and asymmetric organocatalysis approach for the enantioselective synthesis of tetrahydroquinolines.

Authors:  Erli Sugiono; Magnus Rueping
Journal:  Beilstein J Org Chem       Date:  2013-11-13       Impact factor: 2.883
  4 in total

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