Efficient syntheses of chiral myo-inositol derivatives--key intermediates in glycosylphosphatidylinositol (GPI) syntheses.
A facile and effective method was developed for large-scale syntheses of myo-inositol derivatives with the 1,2,6-O-positions differentiated from each other and from other positions as well. The syntheses started from methyl alpha-D-glucopyranoside, and the key steps are Ferrier rearrangement and a series of other regioselective and stereoselective reactions. The target compounds are key intermediates in the synthesis of GPIs.
Yu
Fei
F
Department of Chemistry, Wayne State University, Detroit, MI 48202, USA.
Guo
Zhongwu
Z
D017261:Glycosylphosphatidylinositols / Q000138:chemical synthesis* / Q000737:chemistry; D007294:Inositol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013237:Stereoisomerism
D017261:Glycosylphosphatidylinositols; D007294:Inositol