N-benzylhydroxylamine addition to β-aryl enoates. Enantioselective synthesis of β-aryl-β-amino acid precursors

Organic Letters

Volumn 2, Issue 21, 2000, Pages 3393-3396

  Sibi, Mukund P ^a   Liu, Mei ^a  

^a NORTH DAKOTA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001052215     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006500e     Document Type: Article

References (35)

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32. Typical reaction time for O-benzylhydroxylamine additions was 21-22 h at -60 °C (see ref 4 for details).
33. At 0 °C, reaction times for oxazolidinone cinnamate, pyrrolidinone cinnamate and 3,3-dimethylpyrrolidinone cinnamate were 5, 3, and 6 h, respectively.
34. Reactions catalyzed by all three Lewis acids were complete in 3 h at 0 °C.
35. The cis stereochemistry of the phenyl group and the deuterium (overall syn addition) was established by coupling constant analysis.