Rearrangements of organometallic compounds: X. The mechanism of 1, 2-aryl migration in the Wittig rearrangement of α-metallated benzyl aryl ethers
JJ Eisch, CA Kovacs, SG Rhee
Index: Eisch,J.J. et al. Journal of Organometallic Chemistry, 1974 , vol. 65, p. 289 - 301
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Citation Number: 16
Abstract
Abstract The mechanism of 1, 2-aryl shifts in the Wittig rearrangement of α-metallated benzyl aryl ethers has been investigated by a detailed examination of the behavior of the following ethers: benzyl phenyl ether, benzyl para-tert-butyl-and meta-tert-butyl-phenyl ethers, benzyl 2-bromo-4-tert-butylphenyl ether and dibenzo [b, d] pyran. The failure to trap any aldehyde intermediate, the ease of rearrangement for the pyran, the lack of evidence for an aryne ...
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