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Inne
Lactones. Part 15: Synthesis of chiral spirolactones with a carane system-insect feeding deterrents.
Autorzy
Rok wydania
2002
Czasopismo
Numer woluminu
13
Strony
1761-1767
DOI
10.1016/S0957-4166(02)00476-7
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Starting from (+)-3-carene 1 several spirolactones with carane backbone were synthesized. δ-Hydroxy-γ-lactone 5 was obtained by acidic lactonization of a γ,δ-epoxy ester. Iodolactone 8 and bromolactone 9 were products of iodolactonization of γ,δ-unsaturated acid 7 and bromolactonization of γ,δ-unsaturated ester 3 respectively. The halo lactones were subjected to reductive dehalogenation with tributyltin hydride and dehydrohalogenation with DBU. The structures of the lactones obtained were confirmed by X-ray analysis and spectral data.
Adres publiczny
https://doi.org/10.1016/S0957-4166(02)00476-7
Strona internetowa wydawcy
Podobne publikacje
2006
Stereochemistry of terpene derivatives. Part. 5: Synthesis of chiral lactones fused to a carane system—insect feeding deterrents.
Frąckowiak B., Ochalik K., Białońska Agata, Ciunik Zbigniew, Wawrzeńczyk Czesław, Lochyński S.