Repozytorium

Stereochemistry of terpene derivatives. Part. 5: Synthesis of chiral lactones fused to a carane system—insect feeding deterrents.

Autorzy

B. Frąckowiak

K. Ochalik

Agata Białońska

Zbigniew Ciunik

Czesław Wawrzeńczyk

S. Lochyński

Rok wydania

2006

Czasopismo

Tetrahedron-Asymmetry

Numer woluminu

17

Strony

124-129

DOI

10.1016/j.tetasy.2005.11.025

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Chiral iodo- 9, bromo- 10 and hydroxylactones 12 condensed with the carane system were obtained. In each case, the synthetic pathway led to an enantiomerically pure diastereoisomer to generate two stereogenic centers. Iodo- 9 and bromolactone 10 possess a γ-lactone group while the hydroxylactone 12 possesses a δ-lactone moiety situated trans to the gem-dimethylcyclopropyl ring. The structures of the products were confirmed by X-ray crystallography. These lactones were tested for antifeedant activity against storage pest insects.

Adres publiczny

https://doi.org/10.1016/j.tetasy.2005.11.025

Strona internetowa wydawcy

http://www.elsevier.com

Podobne publikacje
2002

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