Stereoselective synthesis of C₁₈-guggultetrol and C₁₈-phytosphingosine analogues from d-fructose
2012
Ramu Sridhar, Perali | Suresh, Mandava | Venu Kumar, Patteti | Seshadri, Kalapati | Venkata Rao, Chunduri
A series of C₁₈-guggultetrol stereo isomers and C₁₈-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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