Transformations microbiologiques-6 (1) : Biohydroxylations dans la serie du pinane

Abstract

The microbial hydroxylation of various amide derivatives of pinene have been studied. One aim of this work has been to explore the possibility of influencing the regioselectivity of the hydroxylation by varying the conformation or the localisation of the amide group on the substrate molecule. It has been observed that, whereas variation of the amide conformation does not alter the regioselectivity of the process, modification of the localisation of this anchoring function leads to hydroxylation on a different carbon atom. The obtained products do constitue valuable building blocks for further synthesis of various optically active sesquiterpenes.