The C-11 isomer of natural trihydroxyl sesquiterpene 5-epi-kudtriol 3 has been synthesized starting from (+)-dihydrocarvone via asymmetric dihydroxylation as a key step.
References
1.
Van BeekT.A., De GrootA., Recl. Trav. Pays-Bas, 1986, 105, 573.
HarapanhalliR.S., J. Chem. Soc. Perkin Trans. I, 1988, 3149.
5.
XiongZ.M., YangJ., and LiY. L., Tetrahedron Asymmetry, 1996, 7, 2607.
6.
XiongZ., ZhouG., ChenY., and LiY. L., J. Chem. Res., 1998, 8, 450.
7.
For a review of the deoxygenation of carbonyl compound, see: YamamuraS., NishiyamaS., in Comprehensive Organic Synthesis, ed. TrostB.M., and FlemingI., Pergamon Press, New York, 1991, vol. 8, P307.
8.
For a review of epoxidation of alkenes, see: RaoA.S., in Comprehensive Organic Synthesis, TrostB.M., and FlemingI., Ed., Pergamon Press, New York, 1991, vol. 7, P357.