SYNTHESES WITH SULFONES XLVIII : STEREOSELECTIVE SYNTHESIS OF 2-ISOPROPYL 1,4-DIENES THROUGH THE IRON-CATALYSED CROSS-COUPLING REACTION OF 2-BENZENESUFONYL 1,4-DIENES AND ISOPROPYLMAGNESIUM CHLORIDE.

Article abstract of DOI:10.1016/S0040-4020(01)85098-5

The stereoselective sythesis of 2-isopropyl 1,4-dienes and isopropylmagnesium chloride under transition-metal catalysis is described.Iron salts, which were better catalysis than palladium or nickel ones, led to substitution of the sulfonyl group with >97percent stereospecificity and without isomerization of the isopropyl Grignard moiety to the n-propyl derivative.Notable amounts of the compound resulting from reduction of the sulfonyl group were also formed.