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Oxahelicene NHC ligands in the asymmetric synthesis of nonracemic helicenes.

Isabel Gay SánchezMichal ŠámalJindřich NejedlýManfred KarrasJiří KlívarJiří RybáčekMiloš BuděšínskýLucie BednárováBeata SeidlerováIrena G StaráIvo Starý
Published in: Chemical communications (Cambridge, England) (2017)
A straightforward approach to enantiopure 2H-pyran-modified amino[5]helicenes and amino[6]helicenes was developed. They were converted to 1,3-disubstituted imidazolium salts and used as NHC ligand precursors in the Ni0-catalysed enantioselective [2+2+2] cycloisomerisation of aromatic triynes to obtain the model helicene derivatives in up to 86% ee.
Keyphrases
  • ionic liquid
  • amino acid