Article Dans Une Revue Journal of Organic Chemistry Année : 2024

Enantioselective Total Synthesis of the Neurotoxin Caramboxin

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 S configuration of the natural product.

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Dates et versions

hal-05114333 , version 1 (16-06-2025)

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Benoit Derrien, Karine Leblanc, Laurent Evanno, Emmanuelle Drège. Enantioselective Total Synthesis of the Neurotoxin Caramboxin. Journal of Organic Chemistry, 2024, 89 (9), pp.6489-6493. ⟨10.1021/acs.joc.4c00541⟩. ⟨hal-05114333⟩
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