EventsThe 12th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-12-01226
This submission belongs to the session a. General Organic Synthesis of the event The 12th International Electronic Conference on Synthetic Organic Chemistry
Published date
10 Nov, 2008
Citation
M. Soledad Pino-González, Noé Oña Bernal, Antonio Romero, Reductions of Monosaccharide Derivative Epoxyamides to Epoxyalcohols and Regioselective Epoxide Opening, in Proceedings of The 12th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2008, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-12-01226
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Reductions of Monosaccharide Derivative Epoxyamides to Epoxyalcohols and Regioselective Epoxide Opening

M. Soledad Pino-González 1
Noé Oña Bernal 1
Antonio Romero 1
1. Departamento de Bioquímica, Biología Molecular y Química Orgánica, Facultad de Ciencias.Universidad de Málaga. 29071 Málaga. Spain
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
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