pubmed-article:21528882 | pubmed:abstractText | The skeleton of the stemona alkaloid, stenine, has been synthesized starting from pyrrole, employing an asymmetric organocatalyzed cyclization, Sonogashira coupling, a diastereoselective intramolecular propargylic Barbier reaction, cyclocarbonylation, and diastereoselective alkene reduction. Modulation of the electron-rich nature of the pyrrole nucleus by employing an ?-trifluoroacetyl group is essential. The ?-trifluoroacetyl group may be rapidly removed under carefully defined, mild conditions. | lld:pubmed |