Literature DB >> 24178176

Organocatalysed decarboxylative protonation process from Meldrum's acid: enantioselective synthesis of isoxazolidinones.

Tony Tite1, Mohamad Sabbah, Vincent Levacher, Jean-François Brière.   

Abstract

An asymmetric organocatalysed decarboxylative protonation reaction allowed a straightforward synthesis of α-substituted isoxazolidin-5-ones from readily available 5-substituted Meldrum's acids. This process is initiated by an anionic formal (3+2) cycloaddition-fragmentation, generated in-situ from a sulfone-amide precursor which also served as a latent source of proton.

Entities:  

Year:  2013        PMID: 24178176     DOI: 10.1039/c3cc47695b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Enantioselective catalytic synthesis of α-aryl-α-SCF32,2-amino acids.

Authors:  Andreas Eitzinger; Jean-François Brière; Dominique Cahard; Mario Waser
Journal:  Org Biomol Chem       Date:  2020-01-22       Impact factor: 3.876

2.  Quaternary β2,2-amino acid derivatives by asymmetric addition of isoxazolidin-5-ones to para-quinone methides.

Authors:  Andreas Eitzinger; Michael Winter; Johannes Schörgenhumer; Mario Waser
Journal:  Chem Commun (Camb)       Date:  2019-12-12       Impact factor: 6.222

3.  Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives.

Authors:  Victoria Haider; Paul Zebrowski; Jessica Michalke; Uwe Monkowius; Mario Waser
Journal:  Org Biomol Chem       Date:  2022-01-26       Impact factor: 3.890

4.  Enantioselective Catalytic Synthesis of α-Halogenated α-Aryl-β2,2-amino Acid Derivatives.

Authors:  Paul Zebrowski; Isabella Eder; Andreas Eitzinger; Sharath Chandra Mallojjala; Mario Waser
Journal:  ACS Org Inorg Au       Date:  2021-09-24
  4 in total

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