A stereoselective synthetic route to (+)-D 5-dehydrosugiyl methyl ether 1 was developed from (S)-(-)-α-cyclocitral 6 in which DDQ as a better oxidant for enone was used.
References
1.
KupchanM.S., KarimA., and MarcksC., J. Org. Chem., 1969, 34, 3912.
2.
WangX.C., PanX. F., Tetrahedron, 1996, 52, 10659.
3.
GanY. H., LiA. P., PanX. F., ChanA. S. C., and YangT. K., Tetrohedron, Asymmetry, 2000, 11, 781.
4.
ErnestW., AdrianoA, PeterB., and RichardW. J., J. Org. Chem., 1965, 30, 713.
5.
MatsumotoTakashi, and TanakaYasutaka. Bull. Chem. Soc. Jap., 1993, 66, 3053.
6.
ErnestW., JayrDe P. C., and JamesD. M., Phytochemistry, 1974, 13, 2545.
