Stereoselective synthesis of myo-inositol via ring-closing metathesis: a building block for glycosylphosphatidylinositol (GPI) anchor synthesis.
Here we report a concise stereoselective synthesis of myo-inositol via ring-closing metathesis. A readily available bis-Weinreb amide of D-tartrate served as a key intermediate. [reaction: see text]
Conrad
Rosemary M
RM
Department of Chemistry, Center for New Directions in Organic Synthesis, University of California, Berkeley, CA 94720.
Grogan
Michael J
MJ
Bertozzi
Carolyn R
CR
D000818:Animals; D002240:Carbohydrate Sequence; D004912:Erythrocytes / Q000201:enzymology; D017261:Glycosylphosphatidylinositols / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007294:Inositol / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014346:Trypanosoma brucei brucei / Q000737:chemistry
D017261:Glycosylphosphatidylinositols; D007202:Indicators and Reagents; D007294:Inositol