Tetrahedron Letters p. 7851 - 7854 (1999)
Update date:2022-08-11
Topics:
Zhang, Hesheng
Fletcher, Mary T.
Dettner, Konrad
Francke, Wittko
Kitching, William
The unusual branched-carbon chain spiroacetal, 2,2,8-trimethyl-1,7-dioxaspiro[5.5]undecane, has been synthesised as its racemate and (6S,8R)-isomer. The natural compound, identified in the rove beetle, Ontholestes murinus (L.) proved to be the (6R,8S)-isomer. (E,E)-2,8-Dimethyl-1,7-dioxaspiro[5.5]undecane, a major component of the volatiles from the same insect, is the (2S,6R,8S)-isomer, but is largely racemic in Ontholestes tesselatus (Geoffr. Fourcr.).
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