Synthesis of deoxypropionates using a combination of enzymatic desymmetrisation and substrate controlled conjugate addition

Submitting author affiliation:
University of Groningen, Groningen, Netherlands

Beilstein Arch. 2024, 202465. https://doi.org/10.3762/bxiv.2024.65.v1

Published 05 Nov 2024

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Abstract

The all-syn deoxypropionate motif can be efficiently constructed using a combination of enzymatic desymmetrization and substrate-controlled conjugate addition of lithium dimethylcopper. This strategy was used to prepare mycocerosic acid, from Mycobacterium tuberculosis, and the sex pheromone of Margarodes prieskaensis (Jakubski), both in 10% overall yield.

Keywords: Conjugate addition; deoxypropionates; enzymatic desymmetrisation; mycocerosic acid; pheromones.

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Le Calvez, G.; Witte, M. D.; Minnaard, A. J. Beilstein Arch. 2024, 202465. doi:10.3762/bxiv.2024.65.v1

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