Ss. Wang et J. Rokach, TOTAL SYNTHESIS OF 11-R,12-R-DIHYDROXYEICOSATRIENOIC ACID, A METABOLITE OF THE CYTOCHROME-P-450 EPOXYGENASE PATHWAY, Tetrahedron letters, 35(34), 1994, pp. 6239-6242
The first total and enantioselective synthesis of 11-R,12-R-dihydroxy-
5,8,14-eicosatrienoic acid 7 is reported. We have used the catbohydrat
e 2-deoxy-D-glucose as a masked 1,6-dialdehyde precursor 20 to perform
the synthesis. The availability of this material will allow, among ot
her things, the testing of the hypothesis that it can be a biochemical
precursor to 12-R-HETE in vivo.