Routes to trans-Chrysanthemic Acid. I. Elaboration of (-)Dihydrochrysanthemclactone from (+)3-Carene

Abstract

A popular synthetic target usually embodies unique structural features and/or implicates practical use. Chrysanthemic acid (1) which meets both criteria has indeed attracted enormous effort in its synthesis.¹ From a utilitarian viewpoint, the total synthesis of trans-chrysanthemic acid is attended by the drawback of requiring optical resolution,² because only the dextrorotatory antipode proves valuable for reconstitution of pyrethroid insecticides.