An efficient synthesis of (+)-goniothalamin is described with aldehyde 4 as the key intermediate; the absolute configuration of (+)-7-epi-goniodiol was determined through its asymmetric synthesis from (+)-goniothalamin and, based on the conformation analysis of the four dihydroxylated isomers of (+)-goniothalamin, it can be concluded that the absolute configuration of the hydroxy at C8 determines the forms in nature.
ColbH.C., Van NieuwenhzeM. S., and SharplessK. B., Chem. Rev., 1994, 94, 2483.
17.
Z.-Y. Liu, J.-X. Ji, and B.-G. Li, A poster presentation at The Second National Symposium on Organic Chemistry, November 1-5, 2001, abstracts P328. Chen also synthesised this compound using same reaction after above symposium: ChenJ., LinG.-Q., WangZ.-M., and LiuH.-Q., Synlett, 2002, 1265.
