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

Xu HanQuentin Gaignard-GaillardPascal RetailleauVincent Gandon Arnaud Voituriez

Published in: Chemical communications (Cambridge, England) (2022)

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.

Keyphrases

density functional theory
molecular dynamics
silver nanoparticles
atomic force microscopy
single molecule
psychometric properties
energy transfer
crystal structure