Studies on the stereostructure of eudesmanolides from Umbelliferae: Synthesis of 11β-angeloyloxy-α-santonin

Article abstract of DOI:10.1016/S0040-4020(01)80700-6

The first approach to the synthesis of decipienin A (1) having the stereostructure b (11β-angeloyloxy-α-santonin) have been performed following three different synthetic routes. The key step on the synthetic 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 decipienin A suggests that a stereostructure type a could be assigned to the natural product.