INVESTIGADORES
POSTIGO Jose Alberto
artículos
Título:
Photocatalyzed reductive fluoroalkylation of 2-acetoxyglycals towards the stereoselective synthesis of α-1-fluoroalkyl-C-glycosyl derivatives
Autor/es:
MORA FLORES, ERWIN; UHRIG, MARÍA LAURA; AL POSTIGO
Revista:
ORGANIC & BIOMOLECULAR CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2020 vol. 18 p. 8724 - 8734
ISSN:
1477-0520
Resumen:
10.1039/D0OB01914CA benign, efficient, regio- and stereoselective protocol for the syntheses of 1-fluoroalkyl-C-glycosyl compounds bearing CF3, C4F9, and C6F13 substituents on the anomeric carbon has been developed by a new methodology starting from 2-acetoxyglycals for the first time. Remarkably, the reactions proceeded in only one step, through the visible light-photocatalyzed reductive fluoroalkylation of 2-acetoxyglycals by means of an Ir photocatalyst and employed commercially available fluoroalkyl iodides n-CnF2n+1-I (n = 1, 4, 6) as source of fluoroalkyl radicals.
