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

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	4178-4181
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	16
DOIs	https://doi.org/10.1021/ol4018744
Publication status	Published - 16 Aug 2013
Externally published	Yes

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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",

month = aug,

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doi = "10.1021/ol4018744",

language = "English",

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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.

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

Abstract

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