307500-74-9Relevant academic research and scientific papers
Acetylation of racemic cis- and trans-α-irols, mediated by Porcine Pancreatic Lipase (PPL) - A new route to (-) and (+)-cis-α-irone
Aleu, Josefina,Bergamo, Beatrice,Brenna, Elisabetta,Fuganti, Claudio,Serra, Stefano
, p. 3031 - 3038 (2007/10/03)
The mixture of the four racemic stereoisomers of α-irol (5-8) was submitted to PPL-mediated acetylation; cis-α-irol 8b was converted more quickly than any other diastereoisomer and in enantiopure fashion. By chance, this latter derivative was the precursor of (-)-cis-α-irone, the stereoisomer showing the strongest Orris butter character. Suitable manipulation of the material left changed by PPL provided (+)-cis-α-irone. PPL's mode of transformation of epoxy trans- and cis-α-irols was investigated, in order to ascertain the effect of chemical structure on the discriminating properties of this enzyme.
