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Titolo:
Asymmetric synthesis of anti-alpha,beta-disubstituted beta-amino acid derivatives by reaction of N-alkoxycarbonyl-1-methoxyamines with optically active 2-oxazolidinones
Autore:
Kise, N; Ueda, N;
Indirizzi:
Tottori Univ, Fac Engn, Dept Biotechnol, Tottori 6800945, Japan Tottori Univ Tottori Japan 6800945 pt Biotechnol, Tottori 6800945, Japan
Titolo Testata:
ORGANIC LETTERS
fascicolo: 11, volume: 1, anno: 1999,
pagine: 1803 - 1805
SICI:
1523-7060(199912)1:11<1803:ASOABA>2.0.ZU;2-X
Fonte:
ISI
Lingua:
ENG
Soggetto:
ENOLATE IMINE CONDENSATION; STEREOSELECTIVE SYNTHESIS; ELECTROORGANIC CHEMISTRY; CARBAPENEM ANTIBIOTICS; LACTAM ANTIBIOTICS; KEY INTERMEDIATE; PS-5; THIENAMYCIN; CONVERSION; (+)-PS-5;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
30
Recensione:
Indirizzi per estratti:
Indirizzo: Kise, N Tottori Univ, Fac Engn, Dept Biotechnol, Tottori 6800945, Japan Tottori Univ Tottori Japan 6800945 chnol, Tottori 6800945, Japan
Citazione:
N. Kise e N. Ueda, "Asymmetric synthesis of anti-alpha,beta-disubstituted beta-amino acid derivatives by reaction of N-alkoxycarbonyl-1-methoxyamines with optically active 2-oxazolidinones", ORG LETT, 1(11), 1999, pp. 1803-1805

Abstract

[GRAPHICS]The reaction of N-alkoxycarbonyl-1-methoxyamines and (4S)-3-butyryl-4-isopropyl-2-oxazolidinone afforded the corresponding adducts with anti selectively (60% de). Both anti- and syn-alpha,beta-disubstituted beta amino acid methyl eaters were obtained in 98% ee from the adducts. The enantiomericallypure precursor for the synthesis of carbapenem antibiotic PS-5 was prepared by this method.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 24/01/20 alle ore 12:15:00