Literature DB >> 25907987

Catalytic Enantioselective Synthesis of N,C(α),C(α)-Trisubstituted α-Amino Acid Derivatives Using 1H-Imidazol-4(5H)-ones as Key Templates.

Julen Etxabe1, Joseba Izquierdo1, Aitor Landa1, Mikel Oiarbide1, Claudio Palomo2.   

Abstract

1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) α-amino acid derivatives.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Michael additions; amino acids; asymmetric catalysis; organocatalysis; synthetic methods

Mesh:

Substances:

Year:  2015        PMID: 25907987     DOI: 10.1002/anie.201501275

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


  3 in total

1.  Investigations towards the stereoselective organocatalyzed Michael addition of dimethyl malonate to a racemic nitroalkene: possible route to the 4-methylpregabalin core structure.

Authors:  Denisa Vargová; Rastislav Baran; Radovan Šebesta
Journal:  Beilstein J Org Chem       Date:  2018-03-05       Impact factor: 2.883

2.  Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate.

Authors:  Ivan A Andreev; Nina K Ratmanova; André U Augustin; Olga A Ivanova; Irina I Levina; Victor N Khrustalev; Daniel B Werz; Igor V Trushkov
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-26       Impact factor: 15.336

3.  Chiral Recognition of Flexible Melatonin Receptor Ligands Induced by Conformational Equilibria.

Authors:  Gian Marco Elisi; Annalida Bedini; Laura Scalvini; Caterina Carmi; Silvia Bartolucci; Valeria Lucini; Francesco Scaglione; Marco Mor; Silvia Rivara; Gilberto Spadoni
Journal:  Molecules       Date:  2020-09-04       Impact factor: 4.411

  3 in total

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