Highly efficient ruthenium-catalyzed oxime to amide rearrangement

Organic Letters

Volumn 9, Issue 18, 2007, Pages 3599-3601

  Owston, Nathan A ^a   Parker, Alexandra J ^b   Williams, Jonathan M J ^a  

^a University of Bath Claverton Down   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ORGANOMETALLIC COMPOUND; OXIME; RUTHENIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY;

AMIDES; CATALYSIS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; OXIMES; RUTHENIUM;

EID: 34548529740     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol701445n     Document Type: Article

References (16)

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11. (R)-Synphos = (R)-(+)-6,6′-bis(diphenylphosphino)-2,2′,3, 3′-tetrahydro-5,5′-bi-1,4-benzodioxin. Duprat de Paule, S.; Jeulin, S.; Ratovelomanana-Vidal, V.; Genêt, J.-P.; Champion, N.; Dellis, P. Eur. J. Org. Chem. 2003, 1931.
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13. DippF = 1,1′-bis(diisopropylphosphino)ferrocene.
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16. 3) and the mixture heated at reflux for 6 h. On completion, the reaction was allowed to cool to room temperature and diluted with methanol and the solvent removed in vacuo. The crude product was purified by column chromatography on silica gel (methanol/dichloromethane as eluent) or recrystallization from suitable solvent(s), affording the corresponding amide in excellent yield.