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Volumn 25, Issue 27, 1984, Pages 2887-2890

A simple route to 1-bromobicyclo[1.1.0]butanes by intramolecular trapping of 1-bromo-1-lithiocyclopropanes

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EID: 0001837579     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)81317-4     Document Type: Article
Times cited : (37)

References (17)
  • 9
    • 84918409037 scopus 로고
    • Reaction of 1-bromo-2-chloromethyl- or 1-bromo-2-ethoxymethyl-cyclopropanes with magnesium in tetrahydrofuran is reported to lead to bicyclo[l.1.0]butane, buta-1,3-diene and cyclobutene. The stereochemistry about the cyclopropane was not discussed; however the 1-bromides were obtained by zinc-methanol reduction of the corresponding dibromides
    • (1979) Izv. Akad. Nauk SSSR, Ser. Khim. , pp. 697
    • Abramova1    Zatova2
  • 10
    • 84985059193 scopus 로고
    • 13C-NMR.-Spektroskopie von Organolithiumverbindungen bei tiefen Temperaturen. Strukturinformation aus der13C,6Li-Kopplung
    • Reduction of 1,1-dibromo-2-chloromethylcyclopropane with zinc-hydrochloric acid is reported to lead to a 55:45 mixture of E- and Z- 1-bromo-2-chloromethylcyclopropanes; reaction of the mixture with sodium-dioxan leads to bicyclo[1.1.0]butane (65%)
    • (1983) Helvetica Chimica Acta , vol.66 , pp. 308
    • Seebach1    Hassig2    Gabriel3
  • 11
    • 84918409036 scopus 로고    scopus 로고
    • Compound (6) reacted with thiophenol in ether at 0° to give an ca. 1:1 mixture of 3-bromo-3-(thiophenyl)-1-methylcyclobutane and 3-bromo-1-(thiophenyl)-1-methylcyclo-butane.
  • 12
    • 84918409035 scopus 로고    scopus 로고
    • Identical to a sample obtained from 1,1,1-tribromo-3-methylbut-3-ene by reaction with n-butyl lithium-THF-ether pentane and then water at −115° to produce 1,1-dibromo-3-methyl-but-3-ene and then dehydrobromination with DBU (S.R. Buxton, unpublished results).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.