A method for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes.
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.
Laboratoire de Synthèse Organique, CNRS UMR 7652 Ecole Polytechnique, 91128 Palaiseau Cedex, France.
Raphaël F
RF
Guignard
Laurent
L
Petit
Samir Z
SZ
Zard
D002384:Catalysis; D003516:Cycloparaffins / Q000138:chemical synthesis* / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013454:Sulfoxides / Q000737:chemistry*; D013816:Thermodynamics
D003516:Cycloparaffins; D013454:Sulfoxides