Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 38, Pages 13443-13447Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201907470
Keywords
atropisomerism; chirality; cyclizations; heterocycles; organocatalysis
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Funding
- National Natural Science Foundation of China [21772081, 21825105, 21801121]
- Shenzhen special funds for the development of biomedicine, internet, new energy, and new material industries [JCYJ20170412151701379, KQJSCX20170328153203]
- Shenzhen Nobel Prize Scientists Laboratory Project [C17213101]
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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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