RT Journal Article
T1 Exploring the reactivity of chiral glycidic amides for their applications in synthesis of bioactive compounds.
A1 Sarabia-García, Francisco Ramón
A1 Vivar García, Carlos
A1 García-Ruiz, Cristina
A1 Sánchez-Ruiz, Antonio
A1 Pino-González, María Soledad
A1 García-Castro, Miguel
A1 Chammaa, Samy
K1 Compuestos bioactivos
AB 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.
PB Wiley
YR 2014
FD 2014-05
LK https://hdl.handle.net/10630/37824
UL https://hdl.handle.net/10630/37824
LA eng
NO 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
NO https://openpolicyfinder.jisc.ac.uk/id/publication/1692
NO This work was financially supported by the Ministerio de Ciencia e Innovación (MICINN) (ref. CTQ2010-16933) and Consejería de Educación y Ciencia of Junta de Andalucía (FQM-03329). C. G.-R. thanks the Ministerio de Educación y Ciencia for a predoctoral fellowship. The authors thank Dr. J. I. Trujillo for assistance in the preparation of this manuscript. The authors thank the Unidad de Espectroscopía de Masas of the University of Granada and the NMR facility of the University of Malaga for exact mass and NMR spectroscopic assistance, respectively.
DS RIUMA. Repositorio Institucional de la Universidad de Málaga
RD 4 mar 2026