Tetrahedron letters

Regiospecific nucleophile-induced fragmentation of α, α-dichloro-β-iminocarbonyl compounds

N De Kimpe, R Verhe, L de Buyck, N Schamp

Index: De Kimpe, Norbert; Verhe, Roland; De Buyck, Laurent; Schamp, Niceas Tetrahedron Letters, 1985 , vol. 26, # 22 p. 2709 - 2712

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Citation Number: 6

Abstract

Retro-ene type reactions have been studied already extensively in the lite- rature. Major attention has been given to substrates containing an olefinic double bond (1 : Z=CR1R2; homoallylic alcohols), while many exym;les of the fragmentation of B-hydroxycarbonyl compounds 2 (Z=O) are known - (the base- induced fragmentation of f3-ketocarbonyl compounds also belongs to this category of reactions). Mechanistic studies have revealed that these thermal ...