Exploiting intramolecular hydrogen bonding for the highly (Z)-selective & metal free synthesis of amide substituted β-aminoenones
Herein, we report the metal free and intramolecular hydrogen bonding (IMHB) directed (Z)-selective synthesis of amide substituted beta -aminoenones. Systematically, we confirm the role of dual IMHB (C&z.dbd; O...H-N) on the Z-direction using single-crystal X-ray analysis and 1D and 2D NMR studie...
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Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2017-06, Vol.19 (11), p.2541-2545 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Herein, we report the metal free and intramolecular hydrogen bonding (IMHB) directed (Z)-selective synthesis of amide substituted beta -aminoenones. Systematically, we confirm the role of dual IMHB (C&z.dbd; O...H-N) on the Z-direction using single-crystal X-ray analysis and 1D and 2D NMR studies. High stereoselectivity, atom efficiency, excellent yields and high purity are achieved by mere filtration. We avoid column purification and the formed by-product in the process is environmentally friendly. |
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ISSN: | 1463-9262 1463-9270 |
DOI: | 10.1039/c7gc00909g |