Heteropoly acid catalysts in the valorization of the essential oils: Acetoxylation of β-caryophyllene

摘要

H3PW_(12)O_(40) (PW), the strongest heteropoly acid in the Keggin series, is an active and environmentally friendly catalyst for the liquid-phase conversion of β-caryophyllene (1) to β-caryolanyl acetate (2) in homogeneous and heterogeneous systems. An efficient and clean method for the synthesis of 2, providing a mixture containing two stereoisomeric β-caryolanyl acetates 2a and 2b, 2a/2b = 80/20 mol/ mol, with 100% GC yield, has been developed using PW as a homogeneous catalyst under mild reaction conditions. The reaction occurs at 25 °C with a catalyst turnover number of 2000. The catalyst can be recovered without neutralization and reused without loss of activity and selectivity.