Enantioselective Total Synthesis of the Neurotoxin Caramboxin.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
12 Apr 2024
Historique:
medline: 12 4 2024
pubmed: 12 4 2024
entrez: 12 4 2024
Statut: aheadofprint

Résumé

Herein, we report the first and efficient asymmetric total synthesis of the neurotoxin (-)-caramboxin. The key to success is the creation of a stereogenic center by using enantioselective catalytic phase-transfer α-alkylation of glycine imines, affording this unusual α-amino acid in good yields and up to 99% ee. This work validates the

Identifiants

pubmed: 38607991
doi: 10.1021/acs.joc.4c00541
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Benoit Derrien (B)

CNRS, BioCIS, Université Paris-Saclay, Orsay 91400, France.

Karine Leblanc (K)

CNRS, BioCIS, Université Paris-Saclay, Orsay 91400, France.

Laurent Evanno (L)

CNRS, BioCIS, Université Paris-Saclay, Orsay 91400, France.

Emmanuelle Drège (E)

CNRS, BioCIS, Université Paris-Saclay, Orsay 91400, France.

Classifications MeSH