© 2016 Riley et al.; licensee Beilstein-Institut. The syntheses of the naturally occurring indolizidine alkaloid (±)-tashiromine and its unnatural epimer (±)-epitashiromine are demonstrated through the use of enaminone chemistry. The impact of various electron-withdrawing substituents at the C-8 position of the indolizidine core on the preparation of the bicyclic system is described.
Riley, D. L., Michael, J. P., & De Koning, C. B. (2016). New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates. Beilstein Journal of Organic Chemistry, 12, 2609–2613. https://doi.org/10.3762/bjoc.12.256