메뉴 건너뛰기




Volumn 56, Issue 15, 2000, Pages 2203-2209

A new procedure for construction of oxocane and oxonane derivatives based on alkyne-Co2(CO)6 complexes

Author keywords

Oxocane; Oxonane; Oxopane

Indexed keywords

ALKYNE DERIVATIVE; COBALT COMPLEX; MESYLIC ACID DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; TRIETHYLAMINE;

EID: 0034616177     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)01103-5     Document Type: Conference Paper
Times cited : (28)

References (32)
  • 4
    • 0032532258 scopus 로고    scopus 로고
    • and references cited therein
    • Hoberg J.O. Tetrahedron. 54:1998;12631. (and references cited therein).
    • (1998) Tetrahedron , vol.54 , pp. 12631
    • Hoberg, J.O.1
  • 5
    • 0031316945 scopus 로고    scopus 로고
    • (and references cited therein)
    • Rousseau G., Hosmi F. Chem. Soc. Rev. 26:1997;453. (and references cited therein).
    • (1997) Chem. Soc. Rev. , vol.26 , pp. 453
    • Rousseau, G.1    Hosmi, F.2
  • 9
    • 0030131103 scopus 로고    scopus 로고
    • (and references cited therein)
    • Faulker D.J. Nat. Prod. Rep. 13:1996;75. (and references cited therein).
    • (1996) Nat. Prod. Rep. , vol.13 , pp. 75
    • Faulker, D.J.1
  • 20
    • 0005845094 scopus 로고    scopus 로고
    • (and references cited therein)
    • Mukai C., Hanaoka M. Synlett. 1996;11. (and references cited therein).
    • (1996) Synlett , pp. 11
    • Mukai, C.1    Hanaoka, M.2
  • 25
    • 0001515202 scopus 로고    scopus 로고
    • (This endo cyclization could be used for the stereoselective construction of the 3-hydroxy-2-substituted-piperidine framework)
    • Mukai C., Sugimoto Y., Miyazawa K., Yamaguchi S., Hanaoka M. (This endo cyclization could be used for the stereoselective construction of the 3-hydroxy-2-substituted-piperidine framework) J. Org. Chem. 63:1998;6281.
    • (1998) J. Org. Chem. , vol.63 , pp. 6281
    • Mukai, C.1    Sugimoto, Y.2    Miyazawa, K.3    Yamaguchi, S.4    Hanaoka, M.5
  • 30
    • 0342593668 scopus 로고    scopus 로고
    • note
    • Mineral acids and organic acids were also used instead of a Lewis acid. However, the formation of oxocanes could not be detected in the reaction mixture.
  • 31
    • 0342593669 scopus 로고    scopus 로고
    • note
    • 8-protons enabled us to confirm the depicted structure of 21.
  • 32
    • 0343027806 scopus 로고    scopus 로고
    • note
    • When the methyl and benzyl congeners 30 and 31 were independently submitted to the reaction conditions described for the transformation of 19 into 20, the corresponding oxocane derivatives, 20 and 32, could not be detected in the reaction mixture. These results can tentatively be interpreted in terms of the lack of a cationic intermediate like 22. Therefore, it might be concluded that the β-trimethylsilylmethyl group at the C-2 position of the tetrahydrofuran ring is mandatory for conversion of 19 to 20. The details of these results will be reported in the near future.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.