Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives.
Journal
Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995
Informations de publication
Date de publication:
26 01 2022
26 01 2022
Historique:
pubmed:
12
1
2022
medline:
9
3
2022
entrez:
11
1
2022
Statut:
epublish
Résumé
Selenium-containing amino acids are valuable targets but methods for the stereoselective α-selenation of simple amino acid precursors are rare. We herein report the enantioselective electrophilic α-selenation of azlactones (masked α-amino acid derivatives) and isoxazolidin-5-ones (masked β-amino acids) using Cinchona alkaloids as easily accessible organocatalysts. A variety of differently substituted derivatives was accessed with reasonable levels of enantioselectivities and further studies concerning the stability and suitability of these compounds for further manipulations have been carried out as well.
Identifiants
pubmed: 35015015
doi: 10.1039/d1ob02235k
pmc: PMC8790592
doi:
Substances chimiques
Alkaloids
0
Amino Acids
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
824-830Subventions
Organisme : Austrian Science Fund FWF
ID : P 30237
Pays : Austria
Organisme : Austrian Science Fund FWF
ID : P 31784
Pays : Austria
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