Starting from ( R )-(+)- and ( S )-(−)-pulegone, enantiomeric pairs of esters and lactones with the p -menthane system were obtained. The Claisen rearrangement of allylic alcohols and iodolactonization of γ,δ-unsaturated acids were the key steps of syntheses presented. The structures of compounds were determined by both spectroscopic and crystallographic methods. Some of the synthesized compounds are characterized by interesting odoriferous properties.
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Dams et al. (2004) studied this question.
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