A method for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes

Raphaël F. Guignard; Laurent Petit; Samir Z. Zard

doi:10.1021/ol4018744

A method for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes

Raphaël F. Guignard
, Laurent Petit
, Samir Z. Zard

Laboratoire de Synthèse Organique

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	4178-4181
Nombre de pages	4
journal	Organic Letters
Volume	15
Numéro de publication	16
Les DOIs	https://doi.org/10.1021/ol4018744
état	Publié - 16 août 2013
Modification externe	Oui

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10.1021/ol4018744

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title = "A method for the net 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.",

author = "Guignard, \{Rapha{\"e}l F.\} and Laurent Petit and Zard, \{Samir Z.\}",

year = "2013",

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doi = "10.1021/ol4018744",

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journal = "Organic Letters",

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T1 - A method for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes

AU - Guignard, Raphaël F.

AU - Petit, Laurent

AU - Zard, Samir Z.

PY - 2013/8/16

Y1 - 2013/8/16

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84882756162

U2 - 10.1021/ol4018744

DO - 10.1021/ol4018744

M3 - Article

C2 - 23924355

AN - SCOPUS:84882756162

SN - 1523-7060

VL - 15

SP - 4178

EP - 4181

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

A method for the net contra-thermodynamic isomerization of cyclic trisubstituted alkenes

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