Se. Gibson et al., SYNTHESIS AND OXIDATION OF THE DECARBONYLATED ADDUCTS GENERATED FROM ALKENES AND TRICARBONYL(VINYLKETENE)IRON(0) COMPLEXES, Journal of the Chemical Society. Perkin transactions. I, (17), 1995, pp. 2147-2154
The tricarbonyl(vinylketene)iron(o) complex 6 reacted with dimethyl ma
leate, dimethyl fumarate, (E)-methyl 4-oxopent-2-enoate and (E)-ethyl
4,4,4-trifluorobut-2-enoate to give decarbonylated adducts 7-10 respec
tively. An X-ray crystal structure analysis of the adduct 7, formed fr
om the complex 6 and dimethyl maleate, and a mechanistic explanation f
or the formation of the adducts are presented. Oxidation of the adduct
s. 7-10 using (NH4)(2)Ce(NO3)(6) gave a range of organic products incl
uding the tetrasubstituted cyclopropanes 20 and 23-25, the cyclobutane
-1,2-dione 22, the trisubstituted lactone 21 and the alpha,beta-unsatu
rated ketone 26.