M. Abarbri et al., STEREOSPECIFIC SYNTHESIS OF (Z)-3-METHYLALK-2-ENOIC OR (E)-3-METHYLALK-2-ENOIC ACIDS, Tetrahedron letters, 36(14), 1995, pp. 2469-2472
The palladium catalysed coupling of organozinc or organotin reagents w
ith 3-iodobut-2(or 3)-enoic acid is stereoselective and affords Z(or E
)-methylalk-2-enoic acids. The method was applied to the synthesis of
the E and Z stereoisomers of ocimenones and pseudo-tagetones.