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  • Title: Stereoselective synthesis of C18-guggultetrol and C18-phytosphingosine analogues from D-fructose.
    Author: Ramu Sridhar P, Suresh M, Venu Kumar P, Seshadri K, Venkata Rao C.
    Journal: Carbohydr Res; 2012 Oct 01; 360():40-6. PubMed ID: 22975277.
    Abstract:
    A series of C(18)-guggultetrol stereo isomers and C(18)-phytosphingosine regio/stereo isomers were synthesised in a stereoselective fashion involving metal mediated fragmentation, stereoselective reduction, 1,4 O → O silyl migration, and Grubbs' cross metathesis as key steps. d-Fructose was used as a raw material for the preparation of all the analogues. The isophytosphingosine derivatives were evaluated against their 5-LOX (5-lipoxigenase) inhibitory activity.
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