Synlett

A Novel Synthetic Route to α-galactosyl Ceramides and iGb3 using DTBS-directed α-selective Galactosylation

A Kimura, A Imamura, H Ando, H Ishida, M Kiso

Index: Kimura, Akiyoshi; Imamura, Akihiro; Ando, Hiromune; Ishida, Hideharu; Kiso, Makoto Synlett, 2006 , # 15 p. 2379 - 2382

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Citation Number: 19

Abstract

So far, several methods for the syntheses of α-GalCer [4] and iGb3 [5] have been reported; per-O-benzylated galactosyl donors with leaving groups such as fluoride, chloride, aryl sulfenyl, and trichloroacetimidate have been used for the formation of α-galactosyl linkages. However, α-selectivity and yield of glycosylation strictly depends on the structure of the glycosyl acceptor. In particular, galactosylation of the ceramide part is far from highly ...