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Volumn 47, Issue 29, 2006, Pages 5163-5165

On the use of (TMS)3CH as novel tin-free radical reducing agent

Author keywords

[No Author keywords available]

Indexed keywords

ESTER DERIVATIVE; FREE RADICAL; METHANE; REDUCING AGENT; TIN; TRIS(TRIMETHYLSILYL)METHANE; UNCLASSIFIED DRUG;

EID: 33744997440     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.05.068     Document Type: Article
Times cited : (17)

References (32)
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    • For reviews, see:
    • For reviews, see:. Neumann W.P. Synthesis (1987) 665
    • (1987) Synthesis , pp. 665
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  • 9
    • 0037090382 scopus 로고    scopus 로고
    • and references cited therein
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    • (2002) Tetrahedron , vol.58 , pp. 3171
    • Sugi, M.1    Togo, H.2
  • 12
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    • Angew. Chem. 110 (1998) 1230
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  • 21
    • 0027492126 scopus 로고
    • 3GeH in preparative radical chemistry see:
    • 3GeH in preparative radical chemistry see:. Gupta V., and Kahne D. Tetrahedron Lett. 34 (1993) 591
    • (1993) Tetrahedron Lett. , vol.34 , pp. 591
    • Gupta, V.1    Kahne, D.2
  • 23
    • 0000923745 scopus 로고    scopus 로고
    • For examples on uses of 1-ethylpiperidine phosphite (1-ETHP) see:
    • For examples on uses of 1-ethylpiperidine phosphite (1-ETHP) see:. Martin C.G., Murphy J.A., and Smith C.R. Tetrahedron Lett. 41 (2000) 1833
    • (2000) Tetrahedron Lett. , vol.41 , pp. 1833
    • Martin, C.G.1    Murphy, J.A.2    Smith, C.R.3
  • 25
    • 0001333246 scopus 로고    scopus 로고
    • For examples of uses and kinetic data associated with diethylphosphine oxide see:
    • For examples of uses and kinetic data associated with diethylphosphine oxide see:. Chatgilialoglu C., Timokhin V.I., and Ballestri M. J. Org. Chem. 63 (1998) 1327
    • (1998) J. Org. Chem. , vol.63 , pp. 1327
    • Chatgilialoglu, C.1    Timokhin, V.I.2    Ballestri, M.3
  • 26
    • 0032542121 scopus 로고    scopus 로고
    • There are some examples using i-PrOH as the reducing reagent in radical reaction however these processes are not chain reactions:
    • There are some examples using i-PrOH as the reducing reagent in radical reaction however these processes are not chain reactions:. Liard A., Quiclet-Sire B., and Zard S.Z. Tetrahedron Lett. 39 (1998) 9435
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9435
    • Liard, A.1    Quiclet-Sire, B.2    Zard, S.Z.3
  • 27
    • 0033832150 scopus 로고    scopus 로고
    • 2O as a C-H reductant in non-chain radical reactions:
    • 2O as a C-H reductant in non-chain radical reactions:. Matsumoto A., and Ito Y. J. Org. Chem. 65 (2000) 5707
    • (2000) J. Org. Chem. , vol.65 , pp. 5707
    • Matsumoto, A.1    Ito, Y.2
  • 29
    • 33744993329 scopus 로고    scopus 로고
    • note
    • 3CH (2 equiv) and the radical precursor (1 equiv) were dissolved in benzene (50 μL). A pyrex tube was charged with the required solution (300 μL) and AIBN (0.5 equiv) added. The solution was frozen in liquid nitrogen, sealed under vacuum and heated in the 80 °C constant temperature oil bath overnight. The reaction mixture was then analyzed by GC. Chromatography column used in investigation: trifluoroacetylated γ-cyclodextrin (Chiraldex™ G-TA 30 m × 0.25 mm) capillary column purchased from Alltech.
  • 30
    • 33745009903 scopus 로고    scopus 로고
    • note
    • 3: δ 57.7, 57.3, 55.8, 48.1, 43.7, 41.2, 40.6, 39.8, 37.3, 37.2, 36.9, 36.6, 33.7, 30.2, 30.1, 29.3, 29.1, 27.9, 25.3, 24.9, 23.9, 23.6, 23.3, 21.9, 19.7, 13.3, 13.1.
  • 32


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.