Stereoselective synthesis of (2E, 6E, 10E)-geranylgeraniol from geranyllinalyl acetate via palladium-catalyzed amination

摘要

Amination of geranyllinalyl acetate 1 with diethylamine and Pd(OAc)(2) center dot 2PPh3 as catalyst gave N,N -diethylgeranylgeranylamine 3 ( E / Z =91/9) in 85% yield. Amine 3 was treated by ethyl chloroformate followed by KOAc to give geranylgeranyl acetate 2 in 82% yield. Then 2 was hydrolyzed to afford geranylgeraniol 4 in 94% yield.