Asymmetric Construction of Axially Chiral 2-Arylpyrroles by Chirality Transfer of Atropisomeric Alkenes.
Angew Chem Int Ed Engl
; 58(38): 13443-13447, 2019 Sep 16.
Article
em En
| MEDLINE
| ID: mdl-31338946
Axially chiral 2-arylpyrrole frameworks are efficiently accessed through a direct chirality transfer strategy by rapid cyclization of enantioenriched atropisomeric alkenes, which are generated by organocatalytic asymmetric N-alkylation reactions. This approach accommodates a broad scope of substrates with remarkably high chirality transfer efficiency, affording novel atropisomers with a fully substituted pyrrole moiety and high enantiopurities. Given the enantioenriched atropisomeric alkenes, novel heterocyclic 2-arylazepine atropisomers were realized through a rationally designed ene reaction.
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2019
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Article