Steric Hindrance Tuned [4 + 1] Annulation of α-Substituted Conjugated Enones with Ylides for Dihydrofuran Synthesis

In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between α-substituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient metho...

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Veröffentlicht in:Organic letters 2024-12
Hauptverfasser: Chu, Jiaxin, Wang, Haoran, Wang, Sunewang R
Format: Artikel
Sprache:eng
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Zusammenfassung:In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between α-substituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, and 4-aryl 2,3-dihydrofurans.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c03930