Hydroalkoxycarbonylation of several monoterpenes (limonene, carvone, dihydrocarvene, pulegone) has been carried out with chiral and achiral palladium-phosphine catalysts. Despite high chemo- and regioselectivities toward the chiral linear products, diastereoselectivity is rather low and cannot be influenced significantly by the selection of the chiral ligand. This observation is in contrast with the high diastereoselectivity of the hydroalkoxycarbonylation of vinyl-estrone used as a model of a vinyl-aromatic skeleton.