Synthesis of chiral polycyclic N-heterocycles via gold(i)-catalyzed 1,6-enyne cyclization/intramolecular nucleophilic addition

Cycloisomerization of N-tethered indole- and dihydropyrrole-arylpropargyl substrates into complex polycycles was investigated by using gold(i) catalysis. Enantioselectivities up to 93% ee were obtained in the asymmetric version of this process. DFT calculations rationalized the reactivity observed for the formation of such complex molecular frameworks.

Automated summary

The cycloisomerization of N-tethered indole and dihydropyrrole-arylpropargyl substrates into complex polycycles was investigated using gold(i) catalysis. Enantioselectivities up to 93% ee were achieved in the asymmetric version of this process. DFT calculations provided insights into the reactivity observed for the formation of such complex molecular frameworks.