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Volumn 10, Issue 18, 2008, Pages 3981-3984

Dearomatizing anionic cyclization of phosphonamides. A route to phosphonic acid derivatives with antitumor properties

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ANTINEOPLASTIC AGENT; LITHIUM; PHOSPHONIC ACID DERIVATIVE;

EID: 55949085497     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801463g     Document Type: Article
Times cited : (12)

References (37)
  • 16
    • 61349153356 scopus 로고    scopus 로고
    • López-Ortiz, F. ; Fernández, I.; Ruiz-Gómez, G.; Yañez-Rodríguez, V. PharmaMar S.A., PCT/WO, 2008/003809A1, 2008.
    • López-Ortiz, F. ; Fernández, I.; Ruiz-Gómez, G.; Yañez-Rodríguez, V. PharmaMar S.A., PCT/WO, 2008/003809A1, 2008.
  • 22
    • 0037240830 scopus 로고    scopus 로고
    • a litiation-alkylation of P-alkylphosphonamidates, see: (a) Afarinkia, K.; Jones, C. L.; Yu, H.-W. Synlett 2003, 509.
    • a litiation-alkylation of P-alkylphosphonamidates, see: (a) Afarinkia, K.; Jones, C. L.; Yu, H.-W. Synlett 2003, 509.
  • 27
    • 61349190725 scopus 로고    scopus 로고
    • 2 in THF (Supporting Information, This is a slight modification of the method described in the literature: (a) Droadhurst, M. D, Tsang, T. H, Tomko, J. Patent No. US5186733, 1993
    • 2 in THF (Supporting Information). This is a slight modification of the method described in the literature: (a) Droadhurst, M. D.; Tsang, T. H.; Tomko, J. Patent No. US5186733, 1993.
  • 28
    • 4644300958 scopus 로고    scopus 로고
    • Similar behavior has been observed for phosphinamides. However, in this case, significant amounts of products of ortho lithiation were also formed, (a) Fernández, I.; González, J.; López-Ortiz, F. J. Am. Chem. Soc. 2004, 126, 12551.
    • Similar behavior has been observed for phosphinamides. However, in this case, significant amounts of products of ortho lithiation were also formed, (a) Fernández, I.; González, J.; López-Ortiz, F. J. Am. Chem. Soc. 2004, 126, 12551.
  • 29
    • 61349182290 scopus 로고    scopus 로고
    • 9d, a product of α-attack with 6% yield, is also formed.
    • 9d, a product of α-attack with 6% yield, is also formed.
  • 30
    • 0000610810 scopus 로고    scopus 로고
    • p-Methoxyphenyldichlorophosphine: (a) Miles, J. A.; Beeny, M. T.; Ratts, K. W. J. Org. Chem. 1975, 40, 343.
    • p-Methoxyphenyldichlorophosphine: (a) Miles, J. A.; Beeny, M. T.; Ratts, K. W. J. Org. Chem. 1975, 40, 343.
  • 31
    • 10044283359 scopus 로고    scopus 로고
    • 1-Naphthyldichlorophosphine: Reiter, S. A.; Nogai, S. D.; Karaghiosoff, K.; Schmidbauer, H. J. Am. Chem. Soc. 2004, 126, 15833.
    • (b) 1-Naphthyldichlorophosphine: Reiter, S. A.; Nogai, S. D.; Karaghiosoff, K.; Schmidbauer, H. J. Am. Chem. Soc. 2004, 126, 15833.
  • 32
    • 61349136684 scopus 로고    scopus 로고
    • Formation of products of cis fusion 8a and 12 and trans fusion 14 upon protonation of the corresponding dearomatized species is in agreement with the stereochemical outcome of the analogue reactions of phosphinamides. See ref 6b, f
    • Formation of products of cis fusion 8a and 12 and trans fusion 14 upon protonation of the corresponding dearomatized species is in agreement with the stereochemical outcome of the analogue reactions of phosphinamides. See ref 6b, f.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.