Multi-enzyme cascade synthesis of the most odorous stereoisomers of the commercial odorant Muguesia®

• The most odorous stereoisomers of the commercial fragrance Muguesia® are prepared.
• An enereductase and an alcohol dehydrogenase are combined in two cascade reactions.
• The most suitable alcohol dehydrogenase for each process is selected.
• Two stereocentres are created by a two-step one-pot procedure with high selectivity.

The most odorous stereoisomers of the chiral commercial fragrance Muguesia® are prepared by a very effective linear biocatalysed cascade reaction, in which a suitable unsaturated ketone is submitted to the sequential action of two enzymes, an ene-reductase and an alcohol dehydrogenase, which are added together to the same reaction vessel with the cofactor regeneration system. Two stereogenic centres in 1,2 relative position are thus created under high stereochemical control by a two-step one-pot enzymatic procedure.

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