Novel [1,2]- and [2,3]-Wittig Rearrangements of α-Benzyloxy β-CF3-β-lactam Enolates
α-Benzyloxy α-CF3-β-lactams are shown to offer the first examples of the enolate [1,2]- and enolate ortho-[2,3]-Wittig rearrangements which provide a unique entry to the α-benzyl-α-hydroxy lactams and the α-aryl-α-hydroxy lactams, respectively. Both products are potential precursors of new trifluoro...
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Veröffentlicht in: | Organic letters 2001-08, Vol.3 (16), p.2529-2531 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | α-Benzyloxy α-CF3-β-lactams are shown to offer the first examples of the enolate [1,2]- and enolate ortho-[2,3]-Wittig rearrangements which provide a unique entry to the α-benzyl-α-hydroxy lactams and the α-aryl-α-hydroxy lactams, respectively. Both products are potential precursors of new trifluoromethyl isoserines, and the latter is not accessible via the usual alkylation methodology. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol016198p |