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Eight stereoisomers of homonojirimycin from D-mannose.

Organic letters (2012-04-05)
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
PMID22472134
RESUMO

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.