Highly Stereoselective Synthesis of Substituted γ-Lactams from Acylsilanes
It takes three: The stereoselective synthesis of highly substituted γ‐lactams from amide enolates, acylsilanes, and imines is reported. This multicomponent reaction accesses γ‐amino‐β‐hydroxy amides in a single flask with good yields and excellent levels of diastereoselectivity (see scheme). Exposur...
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Veröffentlicht in: | Angewandte Chemie (International ed.) 2008-03, Vol.47 (12), p.2294-2297 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | It takes three: The stereoselective synthesis of highly substituted γ‐lactams from amide enolates, acylsilanes, and imines is reported. This multicomponent reaction accesses γ‐amino‐β‐hydroxy amides in a single flask with good yields and excellent levels of diastereoselectivity (see scheme). Exposure of the linear products to microwave irradiation and acidic conditions promotes a cyclization to form the corresponding γ‐lactams in excellent yields. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.200705229 |