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α-Methylene lactones. VII. A facile route to an oxygenated α-methylene-γ-butyrolactone

✍ Scribed by Paul A. Grieco; Kunio Hiroi

Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
190 KB
Volume
15
Category
Article
ISSN
0040-4039

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✦ Synopsis

The presence of an a-methylene-y-butyrolactone is essential for cytotoxic activity3 among the sesquiterpene lactones. Recently it has been established 3c,4 that the presence of a lipophilic, conjugated ester side chain located homoallylic to the exocyclic double bond of an a-methylene-ybutyrolactone(e.g. I) contributes to the enhancement of the cytotoxic activity. Such oxygenated a-methylene lactone structural types are commonly found fused to six, seven, and ten membered rings in many naturally occurring sesquiterpene lactones. Synthetic efforts to date' have mainly

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