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Hidden Heptacyclic Chiral N-Acyl Iminium Ions: a New Entry to Enantioenriched Polycyclic Azepanes and Azocanes by Superacid-Promoted Intramolecular Pictet-Spengler Reaction
- Source :
- Chemistry-A European Journal, Chemistry-A European Journal, 2022, 28 (25), pp.e202200432. ⟨10.1002/chem.202200432⟩
- Publication Year :
- 2022
- Publisher :
- HAL CCSD, 2022.
-
Abstract
- International audience; Enantioenriched complex fused-tricyclic azepanes or bridged-polycyclic azocanes were constructed via a two-step sequence involving an enantioselective organocascade followed by superacid activation of the domino adduct. The activated oxa-bridged azepane acts as a key hidden heptacyclic chiral N-acyl iminium ion triggering a chemo- and diastereoselective intramolecular mono- or di-arylation.
Details
- Language :
- English
- ISSN :
- 09476539 and 15213765
- Database :
- OpenAIRE
- Journal :
- Chemistry-A European Journal, Chemistry-A European Journal, 2022, 28 (25), pp.e202200432. ⟨10.1002/chem.202200432⟩
- Accession number :
- edsair.doi.dedup.....7c6f5fe8270814f9e11af1f7986e101a
- Full Text :
- https://doi.org/10.1002/chem.202200432⟩