Beilstein J. Org. Chem.2022,18, 1539–1543, doi:10.3762/bjoc.18.163
Emine Salamci Ayse Kilic Lafzi Department of Chemistry, Faculty of Sciences, Atatürk University, 25240 Erzurum, Turkey 10.3762/bjoc.18.163 Abstract Cyclooctene endoperoxide was used as the key compound for the synthesis of aziridinecyclooctanediol and 3-aminocyclooctanetriol. Reduction of the
-azido-3,8-bis(benzyloxy)cyclooctyl methanesulfonate with Zn/NH4Cl and debenzylation resulted in the target aziridinecyclooctanediol.
Keywords: aminocyclitols; aminocyclooctanetriol; azides; aziridines; aziridinecyclooctanediol; Introduction
Aziridines are the smallest nitrogen-containing heterocycles
cyclitols [30][31][32][33] and C8-aminocyclitols [18][19][20][21][22][23][24], we were interested in developing an efficient synthesis of aziridinecyclooctanediol. In the present paper, we report the efficient synthesis of aziridinecyclooctanediol and a new 3-aminocyclooctanetriol stereoisomer starting from
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Graphical Abstract
Figure 1:
Some biologically active aziridine-bearing compounds 1, 2 and aminocyclitol 3.