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Volumn 13, Issue 12, 2011, Pages 3174-3177

Preparation of polyfunctional zinc organometallics using an Fe- or Co-catalyzed Cl/Zn-exchange

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EID: 79958819455     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol201100p     Document Type: Article
Times cited : (18)

References (54)
  • 2
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    • In;, Eds.; Oxford University Press: Oxford, U.K.,; Chapter 1
    • Negishi, E. In Organozinc Reagents; Knochel, P.; Jones, P., Eds.; Oxford University Press: Oxford, U.K., 1999; Chapter 1.
    • (1999) Organozinc Reagents
    • Negishi, E.1    Knochel, P.2    Jones, P.3
  • 37
    • 66249089041 scopus 로고    scopus 로고
    • For the use of zincates for performing I/Zn and Br/Zn exchange reactions, see
    • For the use of zincates for performing I/Zn and Br/Zn exchange reactions, see: Nakamura, S.; Liu, C.-Y.; Muranaka, A.; Uchiyama, M. Chem.-Eur. J. 2009, 15, 5686
    • (2009) Chem.-Eur. J. , vol.15 , pp. 5686
    • Nakamura, S.1    Liu, C.-Y.2    Muranaka, A.3    Uchiyama, M.4
  • 46
    • 79958805727 scopus 로고    scopus 로고
    • We assume that 4-fluorostyrene facilitates the reductive elimination step during the catalytic cycle. Its presence is essential for the Cl/Zn-exchange. Apparently, 4-fluorostyrene is not consumed during the reaction, as shown by GC analysis using an internal standard
    • We assume that 4-fluorostyrene facilitates the reductive elimination step during the catalytic cycle. Its presence is essential for the Cl/Zn-exchange. Apparently, 4-fluorostyrene is not consumed during the reaction, as shown by GC analysis using an internal standard.
  • 47
    • 49349128900 scopus 로고
    • For the preparation of adamantyllithium and adamantylmagnesium reagents, see
    • For the preparation of adamantyllithium and adamantylmagnesium reagents, see: Molle, G.; Dubois, J.-E.; Bauer, P. Tetrahedron Lett. 1978, 19, 3177
    • (1978) Tetrahedron Lett. , vol.19 , pp. 3177
    • Molle, G.1    Dubois, J.-E.2    Bauer, P.3
  • 54
    • 79958806967 scopus 로고    scopus 로고
    • note
    • 2Zn(Oct)MgCl as an exchange reagent we have observed a constant increase of the formation of octene during the course of the reaction. This elimination was observed only if an organic chloride is added to the mixture of the exchange reagent (zincate) and the catalytic system.


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