Collect. Czech. Chem. Commun. 1992, 57, 1719-1730

Investigation of the Synthesis of Verbenyl Compounds, Effective Attractants of Cockroach Species, by Acyloxylation of α-Pinene

Peter Vinczera, Mária Kajtár-Peredya, Zoltan Juvancza, Lajos Novakb and Csaba Szántaya,b

a Central Research Institute for Chemistry, Hungarian Academy of Sciences, 1525 Budapest, P. O. Box 17, Hungary
b Institute of Organic Chemistry, Technical University, 1521 Budapest, P. O. Box 91, Hungary


The synthesis of verbenyl acetate (Ia) and propionate (Ib) was investigated by acyloxylation of α-pinene with lead(IV) acetate (LTA), lead(IV) propionate (LTP), mercury(II) acetate (MA) and iodosobenzene diacetate (IBDA) in neutral and acidic medium. The neutral medium is better for the formation of Ia and Ib, because the acidic medium helps the opening of cyclobutane ring of α-pinene. These methods can be used for large scale preparation of insect attractants to cockroach species (Blatella germanica, Blatella orientalis and Periplaneta americana).