Syntheses a l'aide de sulfones (xxxvii): Synthese de trois pheromones a une double liaison z: z, 8-dda; z, 9-dda; z. 9-tda

M Julia, JP Stacino

Index: Julia, Marc; Stacino, Jean-Pierre Tetrahedron, 1986 , vol. 42, # 9 p. 2469 - 2474

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Citation Number: 27

Abstract

The title compounds Z, 8-dodecen-1yl acetate, Z, 9-dodecen-1yl acetate and Z, 9-tetradecen- 1yl-acetate) have been synthesized in three efficient steps: the reaction mixture from metalated w-hydroxy sulfones and appropriate aldehydes was quenched with acetic anhydride yielding a diastereoisomeric mixture of β-acetoxy sulfones. Convergent elimination with powdered sodium hydroxide led to the E vinylic sulfone. Stereospecific ...