Carbohydrate research

Stereoselective conversion of valienamine and validamine into valiolamine

S Horii, H Fukase, Y Kameda

Index: Horii, Satoshi; Fukase, Hiroshi; Kameda, Yukihiko Carbohydrate Research, 1985 , vol. 140, p. 185 - 200

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Citation Number: 37

Abstract

Abstract Methods are described for the stereoselective conversion of valienamine (2) and validamine (3) into valiolamine (1a), a new pseudo-amino sugar isolated from the fermentation broth of Streptomyces hygroscopicus subsp. limoneus and which is a stronger α-d-glucosidase inhibitor than 2 and 3. Treatment of the acyclic carbamates (4) of 2 with halogenation reagents led to ring closure to afford the halo cyclic carbamates (6), which ...

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