Tetrahedron

Reactivite des epoxydes—III: Methodes de synthese d'hydroxyalkyl-1 vinyl-2 cyclopropanes: reactions d'epoxydes γ, δ-ethyleniques avec les amidures de lithium …

M Apparu, M Barrelle

Index: Apparu,M.; Barrelle,M. Tetrahedron, 1978 , vol. 34, p. 1691 - 1697

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Citation Number: 27

Abstract

From the study of the reactivity of γ, δ-ethylenic epoxides in the presence of lithium amides in non polar medium (ether, hexane, benzene) the normal behaviour of these compounds is found (β-elimination). In HMPT as a solvent, a total change of reactivity is possible; γ- elimination takes place and leads to the formation of 1-hydroxyalkyl-2-vinyl cyclopropanes in high yield. Nevertheless this cyclization needs a favourable epoxide configuration to be ...