Abstract

Butylation problems ironed out: 3-Pentynyl ethers react with butyllithium at -20°C in toluene, upon addition of a catalytic amount of a cheap iron(III) salt, to afford (E)-4-methyl-3-octenyl ethers in high yields. Stereochemically defined tetrasubstituted alkenes were also obtained by the subsequent addition of electrophiles (E+ , see scheme; acac = acetylacetonate, Bn=benzyl).

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