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oai:riuma.uma.es:10630/378242026-02-03T11:06:48Zcom_10630_2254col_10630_37953

Exploring the reactivity of chiral glycidic amides for their applications in synthesis of bioactive compounds. Sarabia-García, Francisco Ramón Vivar García, Carlos García-Ruiz, Cristina Sánchez-Ruiz, Antonio Pino-González, María Soledad García-Castro, Miguel Chammaa, Samy Compuestos bioactivos https://openpolicyfinder.jisc.ac.uk/id/publication/1692 A new class of chiral sulfonium salts, derived from L- and D-methionine, has been designed and successfully employed in our laboratories for the diastereoselective synthesis of glycidic amides. The epoxy amides obtained were converted cleanly into 1,2-difunctionalized products through oxirane ring-opening reactions with different types of nucleophiles. The resulting ring-opened products represent valuable and useful building blocks for the synthesis of different bioactive products. Thus, the expedient synthesis of clavaminol H as well as the synthesis of key precursors for other bioactive compounds, for example, polyketide-derived natural products, have been achieved, demonstrating the synthetic efficiency and utility of this chemistry. 2025-02-13T08:05:50Z 2025-02-13T08:05:50Z 2014-05 journal article Sarabia, F., Vivar-García, C., García-Ruiz, C., Sánchez-Ruiz, A., Pino-González, M.S., García-Castro, M., and Chammaa, S. (2024). Exploring the reactivity of chiral glycidic amides for their applications in synthesis of bioactive compounds. EurJOC 2014(18), 3847-3867 https://doi.org/10.1002/ejoc.201402221 https://hdl.handle.net/10630/37824 10.1002/ejoc.201402221 eng http://creativecommons.org/licenses/by-nc-nd/4.0/ open access Attribution-NonCommercial-NoDerivatives 4.0 Internacional Wiley