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Title: The benzilic ester rearrangement: synthesis of labelled compounds and theoretical studies
Authors: Marques, Carolina S.
Ramalho, J. P. Prates
Burke, Anthony J.
Keywords: benzilic ester rearrangement
labelling studies
fukui function
density functional theory
Issue Date: 2009
Citation: Marques, Carolina S.; Ramalho, J. P. Prates; Burke, Anthony J.The benzilic ester rearrangement: synthesis of labelled compounds and theoretical studies, Journal of Physical Organic Chemistry, 22, 8, 735-739, 2009.
Abstract: 1,3-Diphenyl-2(13C)-hydroxy-3-methoxypropan-1-one was synthesised and used to probe the mechanism of a benzilic ester rearrangement (BER). Computational studies suggest that the preferred site of attack of the nucleophile in this benzilic ester rearrangement is on C-14. On the basis of these results a new reaction mechanism is proposed.
Type: article
Appears in Collections:QUI - Publicações - Artigos em Revistas Internacionais Com Arbitragem Científica

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