Enantioselective synthesis of alpha-amino acids and monosubstituted 1,2-diamines by conjugate addition of 4-phenyl-2-oxazolidinone to nitroalkenes

Authors
Lucet, D Sabelle, S Kostelitz, O Le Gall, T Mioskowski, C
Citation
D. Lucet et al., Enantioselective synthesis of alpha-amino acids and monosubstituted 1,2-diamines by conjugate addition of 4-phenyl-2-oxazolidinone to nitroalkenes, EUR J ORG C, (10), 1999, pp. 2583-2591
Citations number
59
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
10
Year of publication
1999
Pages
2583 - 2591
Database
ISI
SICI code
1434-193X(199910):10<2583:ESOAAA>2.0.ZU;2-I
Abstract
The addition of the potassium salt of (R)- or (S)-4-phenyl-2-oxazolidinone to monosubstituted nitroalkenes proceeded with very good diastereoselectivi ty. Several of the addition products were converted into a-amino acids and monosubstituted 1,2-diamines of high enantiomeric purity.