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

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

Cycloisomerization of -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 fo...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2022-03, Vol.58 (18), p.3043-3046
Hauptverfasser: Han, Xu, Gaignard-Gaillard, Quentin, Retailleau, Pascal, Gandon, Vincent, Voituriez, Arnaud
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemical Sciences
Gold
Isomerization
Organic chemistry
Substrates
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Zusammenfassung:Cycloisomerization of -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.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc06388j