Chemistry Letters p. 1245 - 1248 (1983)
Update date:2022-08-04
Topics:
Yokoyama, Yasushi
Yunokihara, Masatoshi
The (3R)-2,2-dimethyl-3-(2-methoxycarbonyl)ethylcyclobutyl cation rearranged to give (1S,2S)-1-(1-methoxy-1-methyl)ethyl-2-(2-methoxycarbonyl)ethylcyclopropane.The latter was transformed into (4R)-4-(3-methylbut-2-enyl)-4-butyrolactone with a high degree of chirality transfer.The γ-lactone was converted into (-)-eldanolide, an antipode of the wing gland pheromone of an African sugar-cane borer.
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