A Method for the Contra-thermodynamic Isomerization of Cyclic Trisubstituted Alkenes

Abstract : A simple sequence for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes is reported consisting of a radical addition of p-chlorothiophenol, followed by oxidation to the sulfoxide and thermal syn-elimination to give the least substituted isomeric cycloalkene.
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Submitted on : Wednesday, March 26, 2014 - 9:37:35 PM
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Raphaël Guignard, Laurent Petit, Samir Zard. A Method for the Contra-thermodynamic Isomerization of Cyclic Trisubstituted Alkenes. Organic Letters, American Chemical Society, 2013, 15 (16), pp.4178-4181. ⟨10.1021/ol4018744⟩. ⟨hal-00966611⟩

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