Ferrocene compounds. XXVIII. Synthesis of 2-(ferrocenylalkyl)- and 2-[ferrocenyl(phenyl)alkyl]-1,3-propanediols and their acetates
Lapic, J; Rapic, V
| HERO ID | 4937138 |
|---|---|
| In Press | No |
| Year | 2000 |
| Title | Ferrocene compounds. XXVIII. Synthesis of 2-(ferrocenylalkyl)- and 2-[ferrocenyl(phenyl)alkyl]-1,3-propanediols and their acetates |
| Authors | Lapic, J; Rapic, V |
| Journal | Croatica Chemica Acta |
| Volume | 73 |
| Issue | 3 |
| Page Numbers | 755-771 |
| Abstract | Reaction of the appropriate reagent Fc(CH2)(n)CHRX (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(CH2)(n)CHRX (4, 7, 8 and 10) under similar reaction conditions, transesterification products - ethyl ferrocenylalkyl malonates or ethyl ferrocenyl(phenyl)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. |
| Wosid | WOS:000090054000009 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | ferrocene compounds; diethyl (ferrocenylalkyl)malonates; ethyl ferrocenylalkyl malonates; 2-ferrocenylalkyl-1,3-propanediols and their acetates |