6° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2021

SEMINARIO QUÍMICA ORGÁNICA 31-05-21

EXPOSITOR: Qco. Liddier Pérez Hincapié

TÍTULO: "Synthesis of 1,4,6-Tricarbonyl Compounds via Regioselective Gold(I)-Catalyzed Alkyne Hydration and Their Application in the Synthesis of α‑Arylidene-butyrolactones"

FUENTE: Samia R. Lima, Fernando Coelho. ACS Omega 2020, 5, 8032−8045.
https://dx.doi.org/10.1021/acsomega.0c00101

DÍA, HORA y LUGAR: Lunes 31 de mayo de 2021, 18:00 h, Plataforma MEET GOOGLE.

Link: meet.google.com/bfh-poxv-bso

RESUMEN: We report a direct, straightforward, and regioselective hydration of 1,4-enynes designed from Morita−Baylis−Hillman adducts. Under smooth conditions and short reaction times, gold-catalyzed hydration of internal alkynes provides synthetically useful ketones as single regioisomers in yields higher than 90%. The synthetic usefulness of this protocol was demonstrated by the conversion of selected ketones into biologically valuable α-alkylidene-γ-lactones upon reduction with sodium borohydride. In the course of the scope evaluation, we discovered that this methodology could also furnish α-arylidene-β,γ-butenolides.

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