HNTf 2 -Catalyzed Synthesis of Hydrodibenzofurans by an Epoxidation/Semipinacol Rearrangement Cascade
Described here is a highly efficient synthesis of hydrodibenzofurans, an important structural unit lacking general access, in particular, with contiguous quaternary stereocenters. In the presence of HNTf as the superior catalyst and CPBA as an oxidant, the readily available styrene substrates underw...
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Veröffentlicht in: | Organic letters 2020-03, Vol.22 (5), p.1951-1954 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Described here is a highly efficient synthesis of hydrodibenzofurans, an important structural unit lacking general access, in particular, with contiguous quaternary stereocenters. In the presence of HNTf
as the superior catalyst and
CPBA as an oxidant, the readily available styrene substrates underwent a one-pot cascade process comprising epoxidation, semipinacol rearrangement, and hemiketal formation to furnish hydrodibenzofurans with good efficiency and diastereoselectivity. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.0c00300 |