Tetrahedron

Action des reactifs de grignard sur les dithioesters: Addition carbophile d'organomagnesiens insatures. synthese de cetones β-ethyleniques

S Masson, M Saquet, A Thuillier

Index: Masson,S. et al. Tetrahedron, 1977 , vol. 33, p. 2949 - 2954

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Citation Number: 37

Abstract

Reactions of allyl, benzyl, propargyl and vinyl Grignard reagents with methyl dithioacetate give dithioacetals (or hemidithioacetals) resulting from a carbophilic addition process. Reactions with various allylic organomagnesium compounds always involve an “inversion” of the allylic chain and direct carbophilic addition, rather than initial thiophilic addition followed by [2.3] sigmatropic shift. Three methods for the synthesis of β-unsaturated ...