An approach to the synthesis of polyhydroxyazepane derivatives from sugar-based epoxyamides or epoxyalcohols, in which the total regioselective epoxide opening by nitrogen nucleophiles is the key step, is described. Thus, novel polyhydroxyazepane carboxamides and aminomethyl polyhydroxyazepanes, with potential pharmacological interest, are synthesized from diacetone d-mannose. Configurational assignments of the obtained products were determined.

Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: Synthesis from d-mannose / Oña, Noe; Romero, Antonio; Assiego, Carmen; Bello, Claudia; Vogel, Pierre; Pino-González, M. Soledad. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - ELETTRONICO. - 21:(2010), pp. 2092-2099. [10.1016/j.tetasy.2010.06.035]

Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: Synthesis from d-mannose

Bello, Claudia;
2010

Abstract

An approach to the synthesis of polyhydroxyazepane derivatives from sugar-based epoxyamides or epoxyalcohols, in which the total regioselective epoxide opening by nitrogen nucleophiles is the key step, is described. Thus, novel polyhydroxyazepane carboxamides and aminomethyl polyhydroxyazepanes, with potential pharmacological interest, are synthesized from diacetone d-mannose. Configurational assignments of the obtained products were determined.
2010
21
2092
2099
Oña, Noe; Romero, Antonio; Assiego, Carmen; Bello, Claudia; Vogel, Pierre; Pino-González, M. Soledad
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1109772
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