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

Publisher Website
Google Scholar
Abstract
The biotransformation of the enantiomeric pairs of 2- and 3-oxygenated p-menthane 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-hydroxy-p-menthanes.