ChemInform Abstract: A General Organocatalytic Approach Toward the Enantioselective Total Synthesis of Indolizidine Based Alkaloids.

Abstract

A General Organocatalytic Approach Toward the Enantioselective Total Synthesis of Indolizidine Based Alkaloids. -Indolizidine based alkaloids (V), (XI) are synthesized in a highly enantioselective straightforward, and flexible manner. Key step is the vinylogous Mannich reaction of aldehyde (I), amine (III) and dienolates (II) and (VI) which gives the desired Mannich adducts even in gram amounts. Optically pure lactams (IV) and (VII) are readily converted into diversely substituted title compounds by known methods. -(ABELS, F.; LINDEMANN, C.; KOCH, E.; SCHNEIDER*, C.; Org. Lett. 14 (2012) 23, 5972-5975, http://dx.