Ferrocene Compounds. XXVIII. Synthesis of 2-Ferrocenylalkyl- and 2-Ferrocenylphenylalkyl-1,3-propanediols and Their AcetatesReport as inadecuate




Ferrocene Compounds. XXVIII. Synthesis of 2-Ferrocenylalkyl- and 2-Ferrocenylphenylalkyl-1,3-propanediols and Their Acetates - Download this document for free, or read online. Document in PDF available to download.

Croatica Chemica Acta, Vol.73 No.3 September 2000. -

Reaction of the appropriate reagent FcCH2nCHRX 1-3, 6, and 9 with sodium salt of diethyl malonate in dry xylene gave 81-91% of the corresponding diethyl ferrocenylalkylmalonate or diethyl ferrocenylphenylalkylmalonate 11. Using FcCH2nCHRX 4, 7, 8 and 10 under similar reaction conditions, transesterification products - ethyl ferrocenylalkyl malonates or ethyl ferrocenylphenyl-alkyl malonates 12 were obtained. Reduction of condensation Products 11 with lithium aluminium hydride in diethyl ether gave the corresponding diols 13 45-66%, which will be in further studies 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 ferrocenylalkylmalonates; ethyl ferrocenylalkyl malonates; 2-ferrocenylalkyl-1,3-propanediols and their acetates



Author: Jasmina Lapić - ; Faculty of Food Technology and Biotechnology, University of Zagreb, 10000 Zagreb, Croatia Vladimir Rapić - ;

Source: http://hrcak.srce.hr/



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