Reductions of Monosaccharide Derivative Epoxyamides to Epoxyalcohols and Regioselective Epoxide Opening

M. Pino-González; Noé Bernal; Antonio Romero

doi:10.3390/ecsoc-12-01226

Previous Article in event

Synthesis of Multidentate Schiff Base Ligands. Crystal Structure of (N-N’-BIS(3-Ethoxysalicylidene)-1,3-Diamino-2,2-Dimethylpropane

Next Article in event

Application of Suzuki Coupling Reaction for Preparation of Some Arylchrysin Analogues

Reductions of Monosaccharide Derivative Epoxyamides to Epoxyalcohols and Regioselective Epoxide Opening

M. Soledad Pino-González

^*,

Noé Oña Bernal

Antonio Romero

¹ Departamento de Bioquímica, Biología Molecular y Química Orgánica, Facultad de Ciencias.Universidad de Málaga. 29071 Málaga. Spain

Published: 10 November 2008 by MDPI in The 12th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-12-01226

Abstract: Amide group reduction in monosaccharide derivative 2,3-epoxyamides were accomplished with a combination of two reagents: RedAl and NaBH4, successively added at 0ºC, without affecting the epoxide group. The obtained epoxyalcohols could be regioselectively opened at the vicinal carbon to the hydroxymethyl group, by NaN3/Me3B without detection of another azido isomer.

Keywords: n/a

View paper

42 Reads
0 Recommendations

M. Pino-González

Noé Bernal

Antonio Romero