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Volumn , Issue 11, 1997, Pages 1681-1689

Alkylation of chiral 2-(aminomethyl)oxazolines

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EID: 33748645527     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a608030h     Document Type: Article
Times cited : (7)

References (46)
  • 1
    • 0000182592 scopus 로고
    • ed., J. D. Morrison, Academic Press, New York
    • K. A. Lutomski and A. I. Meyers, in Asymmetric Synthesis, ed., J. D. Morrison, Academic Press, New York, 1984, vol. 3, pp. 213-274.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 213-274
    • Lutomski, K.A.1    Meyers, A.I.2
  • 15
    • 33748644237 scopus 로고
    • PhD Thesis, Université Paris-Sud (Orsay)
    • P. Breton, PhD Thesis, Université Paris-Sud (Orsay), 1992.
    • (1992)
    • Breton, P.1
  • 17
    • 0030053779 scopus 로고    scopus 로고
    • Professor J. Liebscher's group (Humboldt-Universität zu Berlin) has studied the alkylation of chiral 2-(sulfonamidomethyl)oxazolines and a manuscript concerning this work has been accepted for publication in Synthesis;, we thank Prof. Liebscher for this information. The alkylation of 2-(ω-aminoalkyl)oxazolines has also been studied: A. Rottman and J. Liebscher, Tetrahedron Lett., 1996, 37, 359.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 359
    • Rottman, A.1    Liebscher, J.2
  • 18
    • 0029160613 scopus 로고
    • The expected products of such reactions, 2-(α-aminoalkyl)oxazolines, are usually prepared by cyclization of appropriate peptide precursors; for recent examples, see: (a) C. D. J. Boden and G. Pattenden, Tetrahedron Lett., 1995, 36, 6153;
    • (1995) Tetrahedron Lett. , vol.36 , pp. 6153
    • Boden, C.D.J.1    Pattenden, G.2
  • 21
    • 0000839142 scopus 로고
    • An interesting alternative approach, involving the reaction of an α-amino-electrophile and a metallated 2-methyloxazoline, has been described: T. Shono, N. Rise, F. Sanda, S. Ohi and K. Tsubata, Tetrahedron Lett., 1988, 29, 231.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 231
    • Shono, T.1    Rise, N.2    Sanda, F.3    Ohi, S.4    Tsubata, K.5
  • 27
    • 0003416748 scopus 로고
    • Pergammon, Oxford
    • The synthons described in this manuscript may be considered as chiral glycine equivalents; for leading references on the use of such species in the asymmetric synthesis of amino acids, see: (a) R. M. Williams, Synthesis of Optically Active a-Amino Acids, Pergammon, Oxford, 1989;
    • (1989) Synthesis of Optically Active A-Amino Acids
    • Williams, R.M.1
  • 30
  • 40
    • 33748652696 scopus 로고    scopus 로고
    • E IV
    • Literature preparations of N,N-dialkylglycine amides generally avoid this approach, employing instead a strategy involving condensation of an α-chloroacetamide with a dialkylamine; for examples, see: Beilstein, E IV, 4, pp. 2368-2383.
    • Beilstein , vol.4 , pp. 2368-2383


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.