Fa. Macias et al., STUDIES ON THE STEREOSTRUCTURE OF EUDESMANOLIDES FROM UMBELLIFERAE - SYNTHESIS OF 11-BETA-ANGELOYLOXY-ALPHA-SANTONIN, Tetrahedron, 50(18), 1994, pp. 5439-5450
The first approach to the synthesis of decipienin A (1) having the ste
reostructure b (11 beta-angeloyloxy-alpha-santonin) have been performe
d following three different synthetic routes. The key step on the synt
hetic procedures is the stereoselective hydroxylation at C-11 position
. An evaluation of the different used routes is discussed. Comparison
of spectroscopic data of compound 1b and those from the natural decipi
enin A suggests that a stereostructure type a could be assigned to the
natural product.