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Although there are 32 6-azidoheptitols, there are only 16 homonojirimycin (HNJ) stereoisomers. Two epimeric azidoalditols derived from d-mannose allow the synthesis in water of eight stereoisomers of HNJ. © 2012 American Chemical Society

Citation

Gabriel M J Lenagh-Snow, Sarah F Jenkinson, Scott J Newberry, Atsushi Kato, Shinpei Nakagawa, Isao Adachi, Mark R Wormald, Akihide Yoshihara, Kenji Morimoto, Kazuya Akimitsu, Ken Izumori, George W J Fleet. Eight stereoisomers of homonojirimycin from D-mannose. Organic letters. 2012 Apr 20;14(8):2050-3

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PMID: 22472134

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