Literature DB >> 29936682

Current progress in asymmetric Biginelli reaction: an update.

Majid M Heravi1, Razieh Moradi2, Leyla Mohammadkhani2, Borzou Moradi3.   

Abstract

The Biginelli reaction, involving a three-component reaction of an aromatic aldehyde, urea and ethyl acetoacetate, has emerged as an extremely useful synthetic tool to organic chemists for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones and related heterocyclic compounds. In the past decades, the asymmetric variants of this reaction have been at the forefront of investigations in several research groups. In 2013, we highlighted the developments occurred in the asymmetric version of the Biginelli reaction. This review article focuses on the recent developments of asymmetric Biginelli reaction covers the literature going back to 2012.

Entities:  

Keywords:  3-4-Dihydropyrimidine-2-(1H)-ones; Asymmetric reaction; Biginelli reaction; Catalysis; Enantioselective reaction; Enantioselectivity; Heterocyclic compounds; MCRs; Pyrimidines; Stereoselectivity

Mesh:

Substances:

Year:  2018        PMID: 29936682     DOI: 10.1007/s11030-018-9841-4

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  38 in total

Review 1.  Recent advance in the pharmacology of dihydropyrimidinone.

Authors:  J-P Wan; Y Pan
Journal:  Mini Rev Med Chem       Date:  2012-04       Impact factor: 3.862

2.  C1-symmetric aminosulfoximines in copper-catalyzed asymmetric vinylogous Mukaiyama aldol reactions.

Authors:  Marcus Frings; Iuliana Atodiresei; Yutian Wang; Jan Runsink; Gerhard Raabe; Carsten Bolm
Journal:  Chemistry       Date:  2010-03-12       Impact factor: 5.236

3.  Asymmetric counteranion-directed catalysis: concept, definition, and applications.

Authors:  Manuel Mahlau; Benjamin List
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-28       Impact factor: 15.336

4.  Synthesis of pseudopeptides with sulfoximines as chiral backbone modifying elements.

Authors:  C Bolm; G Moll; J D Kahmann
Journal:  Chemistry       Date:  2001-03-02       Impact factor: 5.236

5.  3,4-Dihydropyrimidinone-coumarin analogues as a new class of selective agent against S. aureus: Synthesis, biological evaluation and molecular modelling study.

Authors:  Nirmala S Naik; Lokesh A Shastri; Shrinivas D Joshi; Sheshagiri R Dixit; Bahubali M Chougala; S Samundeeswari; Megharaj Holiyachi; Farzanabi Shaikh; Jyoti Madar; Rashmi Kulkarni; Vinay Sunagar
Journal:  Bioorg Med Chem       Date:  2017-01-05       Impact factor: 3.641

6.  Calcium entry blockers and activators: conformational and structural determinants of dihydropyrimidine calcium channel modulators.

Authors:  G C Rovnyak; S D Kimball; B Beyer; G Cucinotta; J D DiMarco; J Gougoutas; A Hedberg; M Malley; J P McCarthy; R Zhang
Journal:  J Med Chem       Date:  1995-01-06       Impact factor: 7.446

7.  Towards Enzyme-like, Sustainable Catalysis: Switchable, Highly Efficient Asymmetric Synthesis of Enantiopure Biginelli Dihydropyrimidinones or Hexahydropyrimidinones.

Authors:  V J Lillo; J M Saá
Journal:  Chemistry       Date:  2016-10-18       Impact factor: 5.236

8.  Highly modular synthesis of C1-symmetric aminosulfoximines and their use as ligands in copper-catalyzed asymmetric Mukaiyama-aldol reactions.

Authors:  Martin Langner; Pauline Rémy; Carsten Bolm
Journal:  Chemistry       Date:  2005-10-21       Impact factor: 5.236

Review 9.  Recent progress in asymmetric Biginelli reaction.

Authors:  Majid M Heravi; Shima Asadi; Boshra Malekzadeh Lashkariani
Journal:  Mol Divers       Date:  2013-04-16       Impact factor: 2.943

10.  Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis.

Authors:  Marcus Frings; Isabelle Thomé; Carsten Bolm
Journal:  Beilstein J Org Chem       Date:  2012-09-03       Impact factor: 2.883

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  3 in total

1.  Synthesis and Characterization of Dihydrouracil Analogs Utilizing Biginelli Hybrids.

Authors:  Syed Nasir Abbas Bukhari; Hasan Ejaz; Mervat A Elsherif; Nenad Janković
Journal:  Molecules       Date:  2022-05-04       Impact factor: 4.927

Review 2.  Overview on magnetically recyclable ferrite nanoparticles: synthesis and their applications in coupling and multicomponent reactions.

Authors:  Runjhun Tandon; Nitin Tandon; Shripad M Patil
Journal:  RSC Adv       Date:  2021-09-01       Impact factor: 4.036

Review 3.  Synthesis of 3,4-Dihydropyrimidin(thio)one Containing Scaffold: Biginelli-like Reactions.

Authors:  Francisco Sánchez-Sancho; Marcos Escolano; Daniel Gaviña; Aurelio G Csáky; María Sánchez-Roselló; Santiago Díaz-Oltra; Carlos Del Pozo
Journal:  Pharmaceuticals (Basel)       Date:  2022-07-30
  3 in total

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