Literature DB >> 22121915

Stereodivergency in catalytic asymmetric conjugate addition reactions of glycine (ket)imines.

Hun Young Kim1, Jian-Yuan Li, Sungkyung Kim, Kyungsoo Oh.   

Abstract

Stereodivergent catalytic asymmetric conjugate reactions of glycine (ket)imines with nitroalkenes have been achieved using various chiral catalyst systems derived from a multidentate amino alcohol (1). The stepwise nature of the [3 + 2] cycloaddition reactions of N-metalated azomethine ylides has also been demonstrated by highly enantio- and diastereoselective syntheses of exo-5 and endo-8 from the respective syn-4 and anti-7 conjugate addition products in a one-pot tandem fashion.
© 2011 American Chemical Society

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Year:  2011        PMID: 22121915     DOI: 10.1021/ja2100356

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Simple Rules for Complex Near-Glass-Transition Phenomena in Medium-Sized Schiff Bases.

Authors:  Andrzej Nowok; Wioleta Cieślik; Joanna Grelska; Karolina Jurkiewicz; Natalina Makieieva; Teobald Kupka; José Alemán; Robert Musioł; Sebastian Pawlus
Journal:  Int J Mol Sci       Date:  2022-05-06       Impact factor: 6.208

2.  Dynamic control of chirality in phosphine ligands for enantioselective catalysis.

Authors:  Depeng Zhao; Thomas M Neubauer; Ben L Feringa
Journal:  Nat Commun       Date:  2015-03-25       Impact factor: 14.919

3.  Iridium-catalyzed reductive nitro-Mannich cyclization.

Authors:  Alex W Gregory; Alan Chambers; Alison Hawkins; Pavol Jakubec; Darren J Dixon
Journal:  Chemistry       Date:  2014-11-14       Impact factor: 5.236

4.  Intramolecular Hydrogen Bond Activation: Thiourea-Organocatalyzed Enantioselective 1,3-Dipolar Cycloaddition of Salicylaldehyde-Derived Azomethine Ylides with Nitroalkenes.

Authors:  Francisco Esteban; Wioleta Cieślik; Enrique M Arpa; Andrea Guerrero-Corella; Sergio Díaz-Tendero; Josefina Perles; José A Fernández-Salas; Alberto Fraile; José Alemán
Journal:  ACS Catal       Date:  2018-01-31       Impact factor: 13.084

5.  2-Hydroxybenzophenone as a Chemical Auxiliary for the Activation of Ketiminoesters for Highly Enantioselective Addition to Nitroalkenes under Bifunctional Catalysis.

Authors:  Andrea Guerrero-Corella; Francisco Esteban; Manuel Iniesta; Ana Martín-Somer; Mario Parra; Sergio Díaz-Tendero; Alberto Fraile; Jose Alemán
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-14       Impact factor: 15.336

6.  Stereodivergent synthesis of vicinal quaternary-quaternary stereocenters and bioactive hyperolactones.

Authors:  Haifeng Zheng; Yan Wang; Chaoran Xu; Xi Xu; Lili Lin; Xiaohua Liu; Xiaoming Feng
Journal:  Nat Commun       Date:  2018-05-17       Impact factor: 14.919

  6 in total

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