Ynol ethers from dichloroenol ethers: mechanistic elucidation through 35Cl labeling.

Org Lett

Département de Chimie Moléculaire (SERCO), Université Joseph Fourier, UMR-5250, ICMG FR-2607, CNRS BP 53, 38041 Grenoble Cedex 9, France.

Published: October 2008

The mechanism of ynol ether formation from dichloroenol ethers, a decades-old transformation, has been studied by experimental and theoretical techniques to determine the relative importance of the Fritsch-Buttenberg-Wichell rearrangement (alpha-elimination) and beta-elimination in the evolution of the intermediate carbenoid.

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http://dx.doi.org/10.1021/ol801704uDOI Listing

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