Tetrahedron p. 3141 - 3150 (1998)
Update date:2022-09-26
Topics:
Takikawa, Hirosato
Muto, Shin-etsu
Mori, Kenji
Diastereoselective epoxidation of the double bond at C-4 of two sphingosine derivatives [3, R = (CH2)7Me or (CH2)12Me] was studied. Dimethyldioxirane was found to be the best oxidant for that purpose. Application of this epoxidation resulted in a new synthesis of the α- galactosylceramide KRN7000 (2), which has an enhancing effect on the activity of natural killer cells.
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