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Volumn 103, Issue 13, 1981, Pages 3956-3958

A Chiral Synthesis of u-Acosamine and u-Daunosamine via an Enantioselective Intramolecular [3 + 2] Cycloaddition

Author keywords

[No Author keywords available]

Indexed keywords

DAUNORUBICIN;

EID: 0019774239     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00403a071     Document Type: Article
Times cited : (120)

References (45)
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    • The Chemistry of Antitumor Antibiotics
    • The following reviews cover the progress of analogue synthesis and evaluation, New York, Chapter 2
    • The following reviews cover the progress of analogue synthesis and evaluation: Renters, W. A. “The Chemistry of Antitumor Antibiotics”; Wiley Interscience: New York, 1979: Vol. 1; Chapter 2.
    • (1979) Wiley Interscience , vol.1
    • Renters, W.A.1
  • 3
    • 0007164546 scopus 로고
    • Topics in Antibiotic Chemistry
    • Wiley; New York
    • Arcamone, F. “Topics in Antibiotic Chemistry”; Wiley; New York, 1978; Vol. 2, pp 89-229.
    • (1978) , vol.2 , pp. 89-229
    • Arcamone, F.1
  • 4
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    • Progress in Medicinal Chemistry
    • Ellis, G. P., West, G. B., Eds.; Elsevier: New York
    • Brown, J. R. “Progress in Medicinal Chemistry”; Ellis, G. P., West, G. B., Eds.; Elsevier: New York, 1978; Vol. 15, pp 125-164.
    • (1978) , vol.15 , pp. 125-164
    • Brown, J.R.1
  • 5
    • 33645540685 scopus 로고
    • Cancer Chemotherapy
    • Sartorelli, A.C., Ed.; Washington, DC
    • Henry, D. W. “Cancer Chemotherapy”; Sartorelli, A.C., Ed.; American Chemical Society: Washington, DC, 1976.
    • (1976) American Chemical Society
    • Henry, D.W.1
  • 7
    • 0008144111 scopus 로고
    • For syntheses of d,l- or -acosamine (3-amino-2,3,6-trideoxy-Larabino- hexose), daunosamine (3-amino-2,3,6-trideoxy-L-/yxo-hexose) and derivatives, see:
    • For syntheses of d,l- or -acosamine (3-amino-2,3,6-trideoxy-Larabino- hexose), daunosamine (3-amino-2,3,6-trideoxy-L-/yxo-hexose) and derivatives, see: Richardson, A. C. Carbohydr. Res. 1967, 4, 422.
    • (1967) Carbohydr. Res. , vol.4 , pp. 422
    • Richardson, A.C.1
  • 19
    • 85021476758 scopus 로고
    • U.S. Patent 4 024
    • Horton D.; Weckerle, W. F. U.S. Patent 4 024 333, 1977;
    • (1977) , pp. 333
    • Horton, D.1    Weckerle, W.F.2
  • 21
    • 85021497873 scopus 로고
    • U.S. Patent 4
    • Whistler, R. L. U.S. Patent 4 181 795, 1978.
    • (1978) , vol.181 , pp. 795
    • Whistler, R.L.1
  • 27
    • 85021507897 scopus 로고
    • Chem. Abstr. 1979. 91. 5437
    • Tanaka, S. Japanese Patent 79 14913, 1979; Chem. Abstr. 1979. 91. 5437
    • (1979) Japanese Patent , vol.79 , pp. 14913
    • Tanaka, S.1
  • 37
    • 0001024153 scopus 로고
    • and references cited therein.
    • LeBel, N. A. Trans. N.Y. Acad. Sci. 1965, 27, 858 and references cited therein.
    • (1965) Acad. Sci. , vol.27 , pp. 858
    • LeBel, N.A.1    Trans., N.Y.2
  • 38
    • 0000479486 scopus 로고
    • For recent reviews on nitrone-olefin cycloaddition reactions, see:
    • For recent reviews on nitrone-olefin cycloaddition reactions, see: Black, D. S.; Crazier, R. F.; Davis, V. C. Synthesis 1975, 205.
    • (1975) Synthesis , pp. 205
    • Black, D.S.1    Crazier, R.F.2    Davis, V.C.3
  • 41
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    • Chiral nitrones
    • Chiral nitrones: Vasella, A. Helv. Chim. Acta 1977, 60, 1273.
    • (1977) Helv. Chim. Acta , vol.60 , pp. 1273
    • Vasella, A.1
  • 43
    • 0003095985 scopus 로고
    • The intermolecular cycloaddition of a nitrone and a heteroatom substituted olefin generally gives the product where the nitrone oxygen has added to the heteroatom end of the olefin. 4 56Even in the only other reported intramolecular example that regiopreference was still 2:1
    • The intermolecular cycloaddition of a nitrone and a heteroatom substituted olefin generally gives the product where the nitrone oxygen has added to the heteroatom end of the olefin. 4 56Even in the only other reported intramolecular example that regiopreference was still 2:1. Oppolzer, W.; Keller, K. Tetrahedron Lett. 1970, 1117.
    • (1970) Tetrahedron Lett. , pp. 1117
    • Oppolzer, W.1    Keller, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.