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research article
Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose
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. (C) 2010 Elsevier Ltd. All rights reserved.
Type
research article
Web of Science ID
WOS:000281977600006
Authors
Publication date
2010
Published in
Volume
21
Start page
2092
End page
2099
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
December 16, 2011
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