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Volumn 1, Issue 13, 1999, Pages 2153-2156

Novel synthesis of 4-carboxymethyl 5-alkyl/aryl oxazolidin-2-ones by rearrangement of 2-carboxymethyl 3-alkyl/aryl N-tert-butoxycarbonyl aziridines

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Indexed keywords


EID: 0001766741     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991225l     Document Type: Article
Times cited : (67)

References (43)
  • 10
    • 0042759116 scopus 로고    scopus 로고
    • Racemic 3-aminobutanoic acid is commercially available. Racemic 3-amino-5-methylbutanoic acid was obtained according to: Lazar, L.; Martinek, T.; Bernath, G.; Fulop, F. Synth. Commun. 1998, 28, 219. Racemic 3-amino-3-phenylpropanoic acid was obtained according to: Rodionow, W. M.; Postovskaja, E. A. J. Am. Chem. Soc. 1929, 51, 841.
    • (1998) Synth. Commun. , vol.28 , pp. 219
    • Lazar, L.1    Martinek, T.2    Bernath, G.3    Fulop, F.4
  • 11
    • 33947339309 scopus 로고
    • Racemic 3-aminobutanoic acid is commercially available. Racemic 3-amino-5-methylbutanoic acid was obtained according to: Lazar, L.; Martinek, T.; Bernath, G.; Fulop, F. Synth. Commun. 1998, 28, 219. Racemic 3-amino-3-phenylpropanoic acid was obtained according to: Rodionow, W. M.; Postovskaja, E. A. J. Am. Chem. Soc. 1929, 51, 841.
    • (1929) J. Am. Chem. Soc. , vol.51 , pp. 841
    • Rodionow, W.M.1    Postovskaja, E.A.2
  • 12
    • 0017666203 scopus 로고
    • Although these compounds have been used in the racemic form, it is well-known that β-amino acids can be obtained in the enantiomerically pure form by kinetic resolution of the corresponding phenylacetylamides by reaction with enzyme PGA, which selectively hydrolyzes amides of α- and β-amino acids of the L series. See: (a) Rossi, D.; Lucente, G.; Romeo, A. Experientia 1977, 33, 1557.
    • (1977) Experientia , vol.33 , pp. 1557
    • Rossi, D.1    Lucente, G.2    Romeo, A.3
  • 16
    • 0003693460 scopus 로고    scopus 로고
    • Juaristi, E., Ed.; Wiley-VCH: New York
    • For general reviews reporting the asymmetric synthesis of β-amino acids, see: (e) Enantioselective Synthesis of β-Amino Acids: Juaristi, E., Ed.; Wiley-VCH: New York, 1997.
    • (1997) Enantioselective Synthesis of β-amino Acids
  • 31
    • 85088081972 scopus 로고    scopus 로고
    • note
    • 10 (12) All new compounds have been fully characterized.
  • 40
    • 0043133783 scopus 로고    scopus 로고
    • note
    • As the reaction is totally stereoselective, only the results regarding the trans aziridines 2a-c are reported.
  • 42
    • 0042632867 scopus 로고    scopus 로고
    • note
    • As the reaction is totally stereoselective, only the results regarding the trans aziridines 2a-c are reported.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.