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Synthesis 1998; 1998(1): 33-35
DOI: 10.1055/s-1998-4482
short paper
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An Efficient Stereoselective Synthesis of Sphingosine

Pradeep Kumar* , Richard R. Schmidt
  • *Fakultät Chemie, Universität Konstanz, Postfach 5560 M 725, D-78457 Konstanz, Germany; Fax + 49(75 31)88 31 35
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Publication Date:
10 January 2005 (online)

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A stereocontrolled synthesis of d-(+)-erythro-sphingosine (1), starting from d-xylose as chiral pool material and employing the addition-fragmentation reaction of tosyl hydrazone of 2,3 : 4,5-di-O-isopropylidene-d-xylose as key step for the chain extension with concomitant trans-selective C=C bond formation, is described.

glycosphingolipids - sphingosine - d-xylose - stereoselective synthesis - addition-fragmentation

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