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Volumn 47, Issue 44, 2006, Pages 7755-7758

Radical reactions of epoxy esters induced by titanocene chloride

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE; EPOXIDE; ESTER DERIVATIVE; FORMIC ACID DERIVATIVE; HYDROGEN; TITANOCENE;

EID: 33748986196     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.124     Document Type: Article
Times cited : (17)

References (24)
  • 1
    • 1642486758 scopus 로고    scopus 로고
    • and references cited therein
    • Kim S. Adv. Synth. Catal. 346 (2004) 19 and references cited therein
    • (2004) Adv. Synth. Catal. , vol.346 , pp. 19
    • Kim, S.1
  • 2
    • 0000315424 scopus 로고
    • Trost B.M., and Flemming I. (Eds), Pergamon Press, London
    • Curran D.P. In: Trost B.M., and Flemming I. (Eds). Comprehensive Organic Synthesis Vol. IV (1991), Pergamon Press, London 779
    • (1991) Comprehensive Organic Synthesis , vol.IV , pp. 779
    • Curran, D.P.1
  • 16
    • 33748980138 scopus 로고    scopus 로고
    • The new compounds were prepared by standard procedures from readily available starting materials. The syntheses will be reported elsewhere.
  • 17
    • 33748972141 scopus 로고    scopus 로고
    • The structures of all new compounds were supported by spectral data. See Supplementary data.
  • 20
    • 0037134221 scopus 로고    scopus 로고
    • For a discussion about the reduction of tertiary radicals with Ti(III) see:
    • For a discussion about the reduction of tertiary radicals with Ti(III) see:. Barrero A.F., Oltra J.E., Cuerva J.M., and Rosales A. J. Org. Chem. 67 (2002) 2566
    • (2002) J. Org. Chem. , vol.67 , pp. 2566
    • Barrero, A.F.1    Oltra, J.E.2    Cuerva, J.M.3    Rosales, A.4
  • 22
    • 0008100755 scopus 로고
    • 13C NMR: and confirmed by reduction of the separated diastereomeric epoxides to diols:
    • 13C NMR:. Davis R., Kluge A.F., Maddox M.L., and Sparacino M.L. J. Org. Chem. 48 (1983) 255 and confirmed by reduction of the separated diastereomeric epoxides to diols:
    • (1983) J. Org. Chem. , vol.48 , pp. 255
    • Davis, R.1    Kluge, A.F.2    Maddox, M.L.3    Sparacino, M.L.4
  • 24
    • 33748971956 scopus 로고    scopus 로고
    • note
    • Only two diastereomers 12a and 12b were obtained in a 6:4 ratio, respectively. Their structures were confirmed by oxidation to the corresponding ketolactones. The same was done for hemiketals: 3b, 4a, 4b, and 5a. See Supplementary data.


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