Synthesis of the Mixed Acetal Segment of S-Glyceroplasmalopsychosine.
In this report the concept of converting carbohydrate to non-carbohydrate asymmetric molecules has been successfully exploited. The mixed acetal segment of glyceroplasmalopsychosine, a novel glycolipid has been synthesized in a stereo-specific manner using two simple sugar units. The glycosidation reaction between these two monosaccharides ensured the correct acetal stereocenter of the target molecule. Either olefin metathesis or heterogeneous Wittig reactions were used for constructing the long aliphatic chain of glyceroplasmalopsychosine.
Parhi
Ajit K
AK
Department of Chemistry and Biochemistry, Hunter College of the City University of New York, New York, NY-10021.
Mootoo
David R
DR
Franck
Richard W
RW