Tetrahedron Letters

Reaction of allylsilane with α-nitro olefin and its development to synthesis of cyclopentenone

M Ochiai, M Arimoto, E Fujita

Index: Ochiai, Masahito,; Arimoto, Masao; Fujita, Eiichi Tetrahedron Letters, 1981 , vol. 22, p. 1115 - 1118

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Citation Number: 41

Abstract

Abstract Michael addition of allylsilane to α-nitro olefin in the presence of AlCl 3 proceeded smoothly at low temperature to give unsaturated nitronic acid, which was converted into the γδ-enone using aqueous Ti (III). Transformation with the latter provided a convenient new synthesis of cyclopentenone.

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