Synfacts 2009(7): 0713-0713  
DOI: 10.1055/s-0029-1217247
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Sphingosine

Contributor(s): Philip Kocienski, Zofia Komsta
J. Llaveria, Y. Díaz, M. I. Matheu*, S. Castillón*
Universitat Rovira u Virgili, Tarragona, Spain
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Publikationsverlauf

Publikationsdatum:
22. Juni 2009 (online)

Significance

Sphingosine is a core component of glycosphingolipids, a class of cell membrane lipids which serve as an anchor for polysaccharides on the surface of all eukaryotic cells. A very efficient enantioselective synthesis starting from a simple racemic material is presented using Trost’s dynamic kinetic asymmetric allylic substitution ­reaction as the key step (AC).