info:eu-repo/semantics/article
New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
Fecha
2006-03-20Registro en:
Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones; Elsevier Science; Tetrahedron; 62; 12; 20-3-2006; 2812-2819
0040-4020
CONICET Digital
CONICET
Autor
Moglie, Yanina Fernanda
Alonso, Francisco
Vitale, Cristian Alejandro
Yus, Miguel
Radivoy, Gabriel Eduardo
Resumen
The reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding saturated alcohols. The new reducing system exhibited good to excellent diastereoselectivity toward the reduction of different monocyclic and polycyclic ketones.