Stereochemical outcome of benzyllithiums synthesis from selenides

A. Krief; M. Hobe; W. Dumont; E. Badaoui; E. Guittet; G. Evrard

doi:10.1016/S0040-4039(00)92094-X

Stereochemical outcome of benzyllithiums synthesis from selenides

A. Krief, M. Hobe, W. Dumont, E. Badaoui, E. Guittet, G. Evrard

Unite de recherche en chimie organique

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

Résumé

Epimerisation usually occurs during the synthesis of arylalcanes from the corresponding benzylselenides which involves benzyllithiums as intermediates. This has been used to produce stereoselectively arylcyclopentanes and arylcyclopropanes. β-Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.

langue originale	Anglais
Pages (de - à)	3381-3384
Nombre de pages	4
journal	Tetrahedron Letters
Volume	33
Numéro de publication	23
Les DOIs	https://doi.org/10.1016/S0040-4039(00)92094-X
Etat de la publication	Publié - 1 janv. 1992

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10.1016/S0040-4039(00)92094-X

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title = "Stereochemical outcome of benzyllithiums synthesis from selenides",

abstract = "Epimerisation usually occurs during the synthesis of arylalcanes from the corresponding benzylselenides which involves benzyllithiums as intermediates. This has been used to produce stereoselectively arylcyclopentanes and arylcyclopropanes. β-Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.",

author = "A. Krief and M. Hobe and W. Dumont and E. Badaoui and E. Guittet and G. Evrard",

year = "1992",

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AU - Krief, A.

AU - Hobe, M.

AU - Dumont, W.

AU - Badaoui, E.

AU - Guittet, E.

AU - Evrard, G.

PY - 1992/1/1

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N2 - Epimerisation usually occurs during the synthesis of arylalcanes from the corresponding benzylselenides which involves benzyllithiums as intermediates. This has been used to produce stereoselectively arylcyclopentanes and arylcyclopropanes. β-Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.

AB - Epimerisation usually occurs during the synthesis of arylalcanes from the corresponding benzylselenides which involves benzyllithiums as intermediates. This has been used to produce stereoselectively arylcyclopentanes and arylcyclopropanes. β-Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.

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DO - 10.1016/S0040-4039(00)92094-X

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Stereochemical outcome of benzyllithiums synthesis from selenides

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