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Balloch L, Kennedy AR, Klett J, et al. Structural elaboration of the surprising ortho-zincation of benzyl methyl ether. Chem Commun (Camb). 2010;46(13):2319-21doi: 10.1039/b924791b.
Balloch, L., Kennedy, A. R., Klett, J., Mulvey, R. E., & O'Hara, C. T. (2010). Structural elaboration of the surprising ortho-zincation of benzyl methyl ether. Chemical communications (Cambridge, England), 46(13), 2319-21. https://doi.org/10.1039/b924791b
Balloch, Liam, et al. "Structural elaboration of the surprising ortho-zincation of benzyl methyl ether." Chemical communications (Cambridge, England) vol. 46,13 (2010): 2319-21. doi: https://doi.org/10.1039/b924791b
Balloch L, Kennedy AR, Klett J, Mulvey RE, O'Hara CT. Structural elaboration of the surprising ortho-zincation of benzyl methyl ether. Chem Commun (Camb). 2010 Apr 07;46(13):2319-21. doi: 10.1039/b924791b. Epub 2010 Jan 20. PMID: 20234945.
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Chem Commun (Camb). 2010 Apr 07;46(13):2319-21. doi: 10.1039/b924791b. Epub 2010 Jan 20.

Structural elaboration of the surprising ortho-zincation of benzyl methyl ether.

Chemical communications (Cambridge, England)

Liam Balloch, Alan R Kennedy, Jan Klett, Robert E Mulvey, Charles T O'Hara

Affiliations

  1. WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, UK G1 1XL.

PMID: 20234945 DOI: 10.1039/b924791b

Abstract

Breaking with convention, the reaction of the sodium zincate, [(TMEDA)Na(mu-TMP)(mu-(t)Bu)Zn((t)Bu)] with benzyl methyl ether (PhCH(2)OMe) produces exclusively an ortho-zincated intermediate [(TMEDA)Na(mu-TMP)(mu-C(6)H(4)CH(2)OMe)Zn((t)Bu)] instead of the expected "thermodynamic" alpha-metallated product.

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