engleski

Ferrocene Compounds. XXVIII. Synthesis of (Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates

Reaction of the appropriate reagent Fc(CH_2)_nCHRX (1–3, 6, and 9) with sodium salt of diethyl malonate in dry xylene gave 81–91 % of the corresponding diethyl (ferrocenylalkyl)malonate or diethyl ferrocenyl(phenyl)alkylmalonate (11). Using Fc(CH_2)_nCHRX (4, 7, 8 and 10) under the similar reaction conditions transesterification products – ethyl ferrocenylalkyl malonates or ethyl ferrocenyl(phenyl)alkyl malonates (12) were obtained. Reduction of the condensation products 11 with lithium aluminium hydride in diethyl eter gave the corresponding diols 13 (45–66%), which will be subjected to lipase–mediated transformations with vinyl acetate to chiral monoacetates. By the action of acetic anhydride on diols 13 in a benzene solution the corresponding mono- 14 (25–52%) and diacetates 15 (36-51%) were obtained.

ferrocene compounds; diethyl (ferrocenylalkyl)malonates; ethyl ferrocenylalkyl malonates; 2-ferrocenylalkyl-1;3-propanediols and their acetates

nije evidentirano