Enantioselective Synthesis of γ,δ-Disubstituted β-Hydroxy δ-Lactones from Furans: Synthesis of (+)-Prelactone B and its C-4 Epimer
| Autor: | Csákӱ, Aurelio G. |
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| Zdroj: | Synlett; October 2003, Vol. 2003 Issue: 13 p2092-2094, 3p |
| Abstrakt: | A new method for the enantioselective synthesis of γ,δ-disubstituted β-hydroxy δ-lactones (5,6-dialkyl-5,6-dihydropyran-2-ones) is reported and exemplified for (+)-prelactone B and its C-4 epimer. Our approach is based on the ring-enlargement of suitably functionalized optically pure 4-hydroxycyclopentanones, which are readily obtained from chiral 4-hydroxycyclopent-2-enones derived from furans. The procedure is amenable to the large-scale synthesis of the title compounds. |
| Databáze: | Supplemental Index |
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