Enantioselective Synthesis of Benzodihydrofurans Bearing Axial and Central Stereogenic Elements

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Abstract: The enantioselective synthesis of chiral compounds containing multiple stereogenic elements via a single catalytic step is a challenging process. In the presence of α‐chloronitrostyrenes and a chiral squaramide catalyst, C−C or C−N pro‐axially chiral 2‐naphthol substrates, featuring low barriers to enantiomerization, underwent a remote diastereo‐ and enantioselective domino Michael/O‐alkylation. It provided the desired benzodihydrofurans bearing two stereogenic carbon atoms and a configurationally stable C−C or a C−N bond, thanks to a high increase of the barrier to rotation upon dihydrofurannulation.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Enantioselective Synthesis of Benzodihydrofurans Bearing Axial and Central Stereogenic Elements ; day:06 ; month:11 ; year:2024 ; extent:6
Chemistry - a European journal ; (06.11.2024) (gesamt 6)

Creator: Domain, Antoine
Bao, Xiaoze
Rodriguez, Jean
Bonne, Damien

DOI: 10.1002/chem.202403374

URN: urn:nbn:de:101:1-2411081333568.881482216098

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:39 AM CEST

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Domain, Antoine
Bao, Xiaoze
Rodriguez, Jean
Bonne, Damien

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Enantioselective Synthesis of Benzodihydrofurans Bearing Axial and Central Stereogenic Elements

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Other Objects (12)

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