The Journal of Organic Chemistry

Nitro olefins and organoaluminum compounds: a powerful synthetic tool in organic chemistry

A Pecunioso, R Menicagli

Index: Pecunioso, Angelo; Menicagli, Rita Journal of Organic Chemistry, 1989 , vol. 54, # 10 p. 2391 - 2396

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Citation Number: 41

Abstract

[R m] M species react with a-nitro olefins showing an unusual aptitude for a preferential transfer of saturated alkyl groups;[R2AlR'2] M (R'= phenyl, benzyl, allyl) species, on the other hand, are able to transfer unsaturated groups with high chemoselectivity. In particular, dialkyldiallylalanates react with a-nitro olefins to give either &nitro olefins or the corresponding y, &unsaturated ketones in very good yields. This reaction, synthetically ...