Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 38, Pages 16199-16204Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c07995
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- Aix-Marseille Universite
- Centre National de la Recherche Scientifique (CNRS)
- Centrale Marseille
- China Scholarship Council [201701810027]
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An expedient synthesis of a new family of configurationally stable dioxa[6]helicenes was established using a sequential helicoselective organocatalyzed heteroannulation/eliminative aromatization via enantioenriched fused 2-nitro dihydrofurans featuring both central and helical chiralities. Starting from simple achiral precursors, a broad range of these previously unknown chiral heterocyclic scaffolds were obtained with good efficiency, and their aromatization proceeded with very high enantiopurity retention in most cases.
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