Stereoselectivity in Oxidative and Reductive Transformations of p-Menthane Derivatives with the Cultured Cells of Nicotiana tabacum

Article abstract of DOI:10.1246/cl.1987.903

The biotransformation of the enantiomeric pairs of 2- and 3-oxygenated p-methane derivatives with the cultured cells of Nicotiana tabacum was investigated.It was found that (I) the cultured cells transform only 2-oxygenated p-menthane derivatives to a great extent, (ii) the cultured cells cause the highly stereospecific reduction for (1R,4R)-2-oxo-p-menthane, whereas this is not the case for its enantiomer, and (iii) the cultured cells enantioselectively oxidize the hydroxyl group of 2-hydroxyl-p-methanes.