An Asymmetric Synthesis of Both Enantiomers of the Indole Alkaloid Deplancheine

摘要

We report a novel,facile and asymmetric approach to both enantiomers of the indole alkaloid deplancheine from a readily available,nonracemic chiral template.The natural product and its antipode are isolated with >95% ee.The indolo[2,3-a]quinolizine ring system is of great interest and significance because this heterocyclic template is found within a plethora of indole alkaloids(see Figure 1),including deplancheine,geissoschizine,and vellosimine 3.