Enantioselective Total Synthesis of (+)-Alterbrassicicene C

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Abstract

Herein, the first total synthesis of (+)-alterbrassicicene C (2) is described. Key features of the synthesis include an oxiranium mediated ether ring expansion, an oxa-Michael/retro-oxa-Michael cascade, and installation of a vinyl methoxy ether moiety via Stille coupling.

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Sims, N. J., Bonnet, W. C., Lawson, D. M., & Wood, J. L. (2023). Enantioselective Total Synthesis of (+)-Alterbrassicicene C. Journal of the American Chemical Society, 145(1), 37–40. https://doi.org/10.1021/jacs.2c12275

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