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Volumn 39, Issue 50, 1998, Pages 9193-9196

Synthesis of substituted (D)-phenylalanine derivatives by regioselective reduction of enantiomerically pure cis-2,3-disubstituted aziridines

Author keywords

Amino acids and derivatives; Chiral aziridine; Reduction

Indexed keywords

AZIRIDINE DERIVATIVE; DEXTRO PHENYLALANINE; PHENYLALANINE DERIVATIVE;

EID: 0032506575     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02095-4     Document Type: Article
Times cited : (30)

References (19)
  • 1
    • 0000466076 scopus 로고
    • Synthesis of optically active α-amino acids
    • Pergamon Press: Oxford
    • 1. (a) Williams, R. M.; Baldwin, J. E.; Magnus, P. D. Synthesis of Optically Active α-Amino Acids, Organic Chemistry Series, Vol. 7; Pergamon Press: Oxford, 1989.
    • (1989) Organic Chemistry Series , vol.7
    • Williams, R.M.1    Baldwin, J.E.2    Magnus, P.D.3
  • 2
    • 0003834870 scopus 로고
    • Synthetic peptides: A users guide
    • W. H. Freeman & Co.: New York
    • (b) Synthetic Peptides: A users guide; Grant, G. A., Ed., U.W.B.C. Biotechnical Resource Series, W. H. Freeman & Co.: New York, 1992.
    • (1992) U.W.B.C. Biotechnical Resource Series
    • Grant, G.A.1
  • 12
    • 85038552315 scopus 로고    scopus 로고
    • note
    • 2: C, 77.26; H, 7.17; N, 4.74. Found: C, 77.08; H, 7.43; N, 4.82.
  • 13
    • 85038545398 scopus 로고    scopus 로고
    • note
    • 6. We obtained trans-2,3-disubstituted aziridines as the only cyclization product when R of 3 was vinyl or hexynyl group in 81% and 84% yields, respectively. However, the chemical shifts of the two ring protons were very similar and the coupling constant measurement failed.
  • 16
    • 85038551486 scopus 로고    scopus 로고
    • note
    • 4: C, 65.51; H, 7.90; N, 4.77. Found: C, 65.77; H, 7.95; N, 4.61.
  • 17
    • 85038546258 scopus 로고    scopus 로고
    • note
    • 9. We do not have a clear explanation about the regioselectivity of the reduction of 4k and we are currently working on the subject to provide a suitable explanation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.