Conjugate Addition of 1,3-Dicarbonyl Compounds to Maleimides Using a Chiral C2-Symmetric Bis(2-aminobenzimidazole) as Recyclable Organocatalyst

The recyclable chiral 2-aminobenzimidazole-derived organocatalyst 1f efficiently promotes the room temperature asymmetric conjugate addition of 1,3-diketones, β-ketoesters, and malonates to maleimide and N-substituted maleimides, affording the corresponding Michael adducts in excellent yields and en...

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Veröffentlicht in:Organic letters 2011-11, Vol.13 (22), p.6106-6109
Hauptverfasser: Gómez-Torres, Eduardo, Alonso, Diego A, Gómez-Bengoa, Enrique, Nájera, Carmen
Format: Artikel
Sprache:eng
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Zusammenfassung:The recyclable chiral 2-aminobenzimidazole-derived organocatalyst 1f efficiently promotes the room temperature asymmetric conjugate addition of 1,3-diketones, β-ketoesters, and malonates to maleimide and N-substituted maleimides, affording the corresponding Michael adducts in excellent yields and enantioselectivities even at gram scale.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol202599h