Abstract
Stereoselective
total synthesis of the title compounds, two new sesquiterpenes isolated from a Mexican
plant, are described. The key step in the synthesis is based on classical
santon in syntheses by the stereoselective Michael addition of the potassium salt
of ethyl α-cyanoacetate to the dienone(4), to give the cis
adduct (5), in an 8 : 2 ratio with the trans isomer. Further appropriate transformation
of this cis adduct (5)
leads to formation of either isocostic acid (1) or 3-oxoisocostic acid (2).
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