Abstract:
Total synthesis of the proposed structure of (-)-hyacinthacine C(5) and its epimers at C6 and C7 is described. A key step of the synthesis was the construction of the bicyclic pyrrolizidine system by means of a nucleophilic addition of a dithiane to a cyclic nitrone followed by a Cope House cyclization.
Description:
Zhang, W., Sato, K., Kato, A., Jia, Y-M., Hu, X-G., Wilson, F. X., van Well, R., Horne, G., Fleet, G. W. J., Nash, R. J., Yu, C-Y. (2011). Synthesis of Fully Substituted Polyhydroxylated Pyrrolizidines via Cope-House Cyclization. Organic Letters, 13 (16), 4414-4417.