Tetrahedron letters

Stereochemical outcome of benzyllithiums synthesis from selenides

…, M Hobe, W Dumont, E Badaoui, E Guittet, G Evrard

Index: Krief, Alain; Hobe, Myriam; Dumont, Willy; Badaoui, Elie; Guittet, Eric; Evrard, Guy Tetrahedron Letters, 1992 , vol. 33, # 23 p. 3381 - 3384

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Citation Number: 17

Abstract

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. γ- Benzenesulfonyloxyalkyl selenides substituted on the carbon bearing the benzenesulfonyl group behave differently and lead stereospecifically to arylcyclopropane derivatives.