Daucus carota L. mediated bioreduction of prochiral ketones.
Stereoselective reductions of ketones to secondary alcohols are of the utmost importance in organic synthesis. Very high selectivities are observed with traditional reducing agents, mainly based on boron or transition metals, complexed with chiral ligands. Bioreductions mediated by intact cells from cut plants, vegetables and fruits are attractive alternatives and could facilitate transition towards a more biobased economy. This emerging area highlights the recent results obtained in the aqueous bioreduction of prochiral ketones using carrot roots. The applications of this methodology to asymmetric protonation, dynamic kinetic resolution and the synthesis of biologically relevant targets are presented.
Blanchard
Nicolas
N
Chimie Organique Thérapeutique, CNRS UMR 7015, Ecole Nationale Supérieure de Chimie de Mulhouse, Mulhouse, France. nicolas.blanchard@uha.fr
van de Weghe
Pierre
P
D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D018552:Daucus carota / Q000737:chemistry* / Q000378:metabolism; D007659:Ketones / Q000737:chemistry*; D010084:Oxidation-Reduction; D018517:Plant Roots / Q000737:chemistry / Q000378:metabolism; D019163:Reducing Agents / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D007659:Ketones; D019163:Reducing Agents