Studies on the Chemical Constituents of Tobacco Leaves

Part III. Isolation of (-)-2-Isopropyl-5-oxohexanoic Acid from Turkish Tobacco Leaves and Absolute Configuration of Solanone

Abstract

S-(-)-2-Isopropyl-5-oxohexanoic acid was isolated from the ether extract of Turkish tobacco leaves. Since 2-isopropyl-5-oxohexanoic acid obtained by ozonolysis of (+)-solanone was leavorotatory, tobacco-derived solanone has R-configuration and might be a precursor of the acid in tobacco leaves.