Lewis Acid Catalyzed (3 + 2)-Annulations of Donor–Acceptor Cyclopropanes and Ynamides

Lewis Acid Catalyzed (3 + 2)-Annulations of Donor–Acceptor Cyclopropanes and Ynamides

The Sc­(OTf)3-catalyzed (3 + 2)-annulation of donor–acceptor cyclopropanes and ynamides is described, providing the corresponding cyclopentene sulfonamides in good to excellent yield. Deprotection and hydrolysis of the resulting ensulfonamides delivers 2,3-substituted cyclopentanones with high diast...

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Veröffentlicht in:Organic letters 2014-03, Vol.16 (6), p.1626-1629
Hauptverfasser: Mackay, William D, Fistikci, Meryem, Carris, Ryan M, Johnson, Jeffrey S
Format: Artikel
Sprache:eng
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Zusammenfassung:The Sc­(OTf)3-catalyzed (3 + 2)-annulation of donor–acceptor cyclopropanes and ynamides is described, providing the corresponding cyclopentene sulfonamides in good to excellent yield. Deprotection and hydrolysis of the resulting ensulfonamides delivers 2,3-substituted cyclopentanones with high diastereoselectivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol500256n