Asymmetric Intramolecular CH Insertion of α-Diazoacetamides in Water by Dirhodium(II) Catalysts Derived from Natural Amino Acids
The asymmetric dirhodium(II)‐catalyzed intramolecular CH insertion of α‐diazo acetamides in water is described for the first time. The use of natural α‐amino acids as chiral ligands allowed the preparation of novel dirhodium(II) homochiral complexes by a simple procedure consisting of the in situ l...
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Veröffentlicht in: | Advanced synthesis & catalysis 2012-11, Vol.354 (16), p.2921-2927 |
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Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The asymmetric dirhodium(II)‐catalyzed intramolecular CH insertion of α‐diazo acetamides in water is described for the first time. The use of natural α‐amino acids as chiral ligands allowed the preparation of novel dirhodium(II) homochiral complexes by a simple procedure consisting of the in situ ligand exchange starting from dirhodium tetraacetate. The catalytic system was further reused up to 7 cycles and β‐lactams were obtained in good yields and enantiomeric excess. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201200101 |