Syntheses of validamine, epi-validamine, and valienamine, three optically active pseudo-amino-sugars, from D-glucose.

M Yoshikawa, BC Cha, Y Okaichi, Y Takinami…

Index: Yoshikawa, Masayuki; Cha, Cheon Bae; Okaichi, Yoshihiko; Takinami, Yoshihiko; Yokokawa, Yoshihiro; Kitagawa, Isao Chemical & Pharmaceutical Bulletin, 1988 ,  vol. 36,  # 10  p. 4236 - 4239

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Citation Number: 34

Abstract

Using as a key reaction a Michael-type addition reaction to nitroolefins or a substitution reaction for an acetoxyl residue at the β-position of the nitro group in pseudo-nitro-sugar, three optically active pseudo-amino-sugars: validamine, epi-validamine, and valienamine, were synthesized from D-glucose.