2. Academic Validation
  3. Enantioselective Total Synthesis of the Neurotoxin Caramboxin

Enantioselective Total Synthesis of the Neurotoxin Caramboxin

  • J Org Chem. 2024 May 3;89(9):6489-6493. doi: 10.1021/acs.joc.4c00541.
Benoit Derrien 1,  Karine Leblanc 1,  Laurent Evanno 1,  Emmanuelle Drège 1
Affiliations

Affiliation

  • 1 CNRS, BioCIS, Université Paris-Saclay, Orsay 91400, France.
PMID: 38607991 DOI: 10.1021/acs.joc.4c00541
Abstract

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 S configuration of the natural product.

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