Organic Letters 2012-04-20

Eight stereoisomers of homonojirimycin from D-mannose.

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

Index: Org. Lett. 14(8) , 2050-3, (2012)

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Abstract

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