Syntheses of new azepane derivatives from monosaccharides

M. Pino-González; Noé Bernal; Raquel Casasola; Inmaculada Robina

doi:10.3390/ecsoc-10-01407

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Syntheses of new azepane derivatives from monosaccharides

M. Soledad Pino-González

^{*

1},

Noé Oñas Bernal

¹,

Raquel Casasola

¹,

Inmaculada Robina

¹ Departamento de Bioquímica, Biología Molecular y Química Orgánica, Facultad de Ciencias, Universidad de Málaga, 29071 Málaga, Spain
² Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, 41012 Sevilla, Spain

Published: 30 November 2006 by MDPI in The 10th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-10-01407

Abstract: Synthetic routes to polyhydroxy azepanes from monosaccharides are described. The stereoselective formation of trans epoxyamides and regioselective epoxyde opening led to azido derivatives that could be transformed in azepanic structures. An anomalous result was obtained in the hydrogenation in MeOH with Pd/C of the azido derivative obtained from D-mannose

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M. Pino-González

Noé Bernal

Raquel Casasola

Inmaculada Robina