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KMID : 0525720120170040216
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Journal of Chitin and Chitosan
2012 Volume.17 No. 4 p.216 ~ p.220
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A Synthesis of α-D-Allopyranosyl Azide from 4,6-O-protected D-Glucals using Azido Boronate and Molecular Oxygen
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Kim Jin-Yeon
Kim Jung-Woo
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Abstract
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Treatment of 4,6-O-protected D-glucal derivatives with azido boronate and molecular oxygen in THF afforded 4,6-protected B-D-mannopyranosyl azide and α-D-allopyranosylazide. Transformation and probable mechanism of this method were discussed and the application of this methodology to benzylidene-D-allal was executed successfully. We obtained α-D-allopyranosyl azide and It`s structure was investigated by 2D-NMR (COSY).
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KEYWORD
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D-glucal, Azido boronate, α-D-allopyranosyl azide, α-D-allosamine, 2D-NMR, COSY
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