Carbohydrate research

A novel route to D-erythro-sphingosine and related compounds from mono-O-isopropylidene-D-xylose or-D-galactose

M Kiso, A Nakamura, Y Tomita, A Hasegawa

Index: Kiso, Makoto; Nakamura, Akemi; Tomita, Yoshimi; Hasegawa, Akira Carbohydrate Research, 1986 ,  vol. 158, p. 101 - 112

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Citation Number: 82

Abstract

Abstract An efficient synthesis of d-erythro-sphingosine and-ceramide from d-xylose or d- galactose is described. A mixture of 2, 4-O-isopropylidene-d-threose and its formate, which is available in one step from 3, 5-O-isopropylidene-d-xylofuranose or 4, 6-O-isopropylidene- d-galactopyranose, was subjected to the Wittig alkenation with triphenylphosphonio-tetra- and-hexa-decylid. The resulting 1, 3-O-isopropylidenated C 18 and C 20 alkenes were ...

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