DMSO-KOH mediated stereoselective synthesis of Z -enamides: an expeditious route to Z -enamide bearing natural products.

Autor: Bhat SA; Bioorganic Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Srinagar, Jammu & Kashmir 190005, India. kabhat@iiim.res.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India., Ahmed QN; Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu 180001, India.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India., Bhat KA; Bioorganic Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Srinagar, Jammu & Kashmir 190005, India. kabhat@iiim.res.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2023 Dec 19; Vol. 60 (1), pp. 114-117. Date of Electronic Publication: 2023 Dec 19.
DOI: 10.1039/d3cc04642g
Abstrakt: An efficient strategy towards stereoselective amidation of alkynes is reported. The given method features operational simplicity, excellent functional group tolerance, broad substrate scope and fast kinetics to furnish Z -enamides. Moreover, the method was successfully applied for the facile synthesis of the natural products lansiumamide A, lansiumamide B and Z -alatamide. Notably, DMSO plays two vital roles: hydrogen source and solvent.
Databáze: MEDLINE