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Volumn 49, Issue 2, 2008, Pages 367-370

Radical chain reactions using THP as a solvent

Author keywords

Radical reaction; Silicon radical; Thiyl radical; THP; Tin radical

Indexed keywords

HEXANE; HEXANETHIOL; RADICAL; SOLVENT; TETRAHYDROPYRAN DERIVATIVE; THIOL; TRIBUTYLTIN; UNCLASSIFIED DRUG;

EID: 36849001925     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.039     Document Type: Article
Times cited : (38)

References (19)
  • 1
    • 0004269715 scopus 로고    scopus 로고
    • Renaud P., and Sibi M.P. (Eds), Wiley-VCH, Weinheim, Germany
    • In: Renaud P., and Sibi M.P. (Eds). Radical in Organic Synthesis Vols. 1 and 2 (2001), Wiley-VCH, Weinheim, Germany
    • (2001) Radical in Organic Synthesis , vol.1-2
  • 2
    • 0346787791 scopus 로고    scopus 로고
    • 2 reaction, see:
    • 2 reaction, see:. Kagan H.B. Tetrahedron 59 (2003) 10351
    • (2003) Tetrahedron , vol.59 , pp. 10351
    • Kagan, H.B.1
  • 3
    • 36849028580 scopus 로고    scopus 로고
    • note
    • +) 370.3600, found 370.3573.
  • 4
    • 36849073131 scopus 로고    scopus 로고
    • note
    • For measured mutual solubility: THP to water: 8.57 wt%; water to THP 2.5 wt%.
  • 5
    • 36849026653 scopus 로고    scopus 로고
    • note
    • One referee suggested the use of dioxane and DME as a substitute for THF. However, dioxane is highly toxic and prone to cause peroxide formation by air. Since these ether solvents are miscible with water, the recovery/reuse is not easy to carry out, when aqueous workup is employed as in the case of tin hydride/RX reactions.
  • 10
    • 0025293912 scopus 로고
    • H2′ addition reaction to give 1-dodecene allowed for the competition of the direct abstraction of α-hydrogen from THP to give octane. For rate constants of primary alkyl radical addition to allyltin, see:
    • H2′ addition reaction to give 1-dodecene allowed for the competition of the direct abstraction of α-hydrogen from THP to give octane. For rate constants of primary alkyl radical addition to allyltin, see:. Curran D.P., van Elburg E.J., Giese B., and Gilges S. Tetrahedron Lett. 31 (1990) 2861
    • (1990) Tetrahedron Lett. , vol.31 , pp. 2861
    • Curran, D.P.1    van Elburg, E.J.2    Giese, B.3    Gilges, S.4
  • 11
    • 0001527994 scopus 로고
    • For rate constants of H-abstraction of alkyl radicals from tributyltin hydride, see:
    • For rate constants of H-abstraction of alkyl radicals from tributyltin hydride, see:. Chatgilialoglu C., Ingold K.U., and Scaiano J.C. J. Am. Chem. Soc. 103 (1981) 7739
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 7739
    • Chatgilialoglu, C.1    Ingold, K.U.2    Scaiano, J.C.3
  • 15
    • 0029790992 scopus 로고    scopus 로고
    • For reviews on radical carbonylations, see:
    • For reviews on radical carbonylations, see:. Ryu I., and Sonoda N. Angew. Chem., Int. Ed. 35 (1996) 1050
    • (1996) Angew. Chem., Int. Ed. , vol.35 , pp. 1050
    • Ryu, I.1    Sonoda, N.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.