A cross-metathesis approach to novel pantothenamide derivatives

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Abstract

Pantothenamides are known for their in vitro antimicrobial activity. Our group has previously reported a new stereoselective route to access derivatives modified at the geminal dimethyl moiety. This route however fails in the addition of large substituents. Here we report a new synthetic route that exploits the known allyl derivative, allowing for the installation of larger groups via cross-metathesis. The method was applied in the synthesis of a new pantothenamide with improved stability in human blood.

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Guan, J., Hachey, M., Puri, L., Howieson, V., Saliba, K. J., & Auclair, K. (2016). A cross-metathesis approach to novel pantothenamide derivatives. Beilstein Journal of Organic Chemistry, 12, 963–968. https://doi.org/10.3762/bjoc.12.95

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