Enantioselective synthesis of substituted 1-pyrrolines via Michael addition of iminoesters with α,β-unsaturated 2-acyl imidazoles catalyzed by chiral Cu(I)-BPE complex
[Display omitted] A highly chemo-, diastereo-, and enantioselective Cu(I)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane (BPE) catalyzed Michael addition of iminoesters to α, β-unsaturated 2-acyl imidazoles at 0 °C and subsequent silica-assisted cyclization of Michael adducts into highly functionali...
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Veröffentlicht in: | Tetrahedron letters 2023-06, Vol.123, p.154555, Article 154555 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
A highly chemo-, diastereo-, and enantioselective Cu(I)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane (BPE) catalyzed Michael addition of iminoesters to α, β-unsaturated 2-acyl imidazoles at 0 °C and subsequent silica-assisted cyclization of Michael adducts into highly functionalized 1-pyrrolines bearing two contiguous stereocenters (up to >20: 1 cr, > 20: 1 dr, and 99% ee) has been described. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2023.154555 |