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Convenient Synthesis of 2-Azido-2-deoxy-aldoses by Diazo Transfer

AuthorsVasella, Andrea; Witzig, Christian; Chiara, José Luis ; Martín Lomas, Manuel
Issue Date25-Oct-2004
CitationHelvetica Chimica Acta 74(8): 2073-2077 (1991)
AbstractDiazo transfer from trifluoromethanesulfonyl azide (TfN3) to 2-amino-2-deoxy-glycoses constitutes a high-yielding, simple procedure for the preparation of partially protected or unprotected 2-azido-2-deoxy-aldoses. Thus, the D-allosamine derivative 2 gave 93% of 3, while diazo transfer to D-glucosamine, D-mannosamine, and D-galactosamine, followed by acetylation, yielded the azides 5, 7, and 9 in yields of 74–91, 65, and 70%, respectively.
Description5 páginas.
Publisher version (URL)http://dx.doi.org/10.1002/hlca.19910740842
Appears in Collections:(IQOG) Artículos
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