Stereoselective reduction of ketones by Daucus carota hairy root cultures.
Reduction of acetophenone by Daucus carota hairy root cultures afforded (S)-phenylethanol in high yield (96%) and excellent enantiomeric excess (ee>or=98%). Aromatic ketones, keto esters, and a simple aliphatic ketone were reduced with good stereoselectivity (ee=62-98%) and moderate to high chemical yields (25-90%).
Caron
Dave
D
Département de chimie, Faculté des sciences et de génie, CREFSIP, Université Laval, G1K 7P4, Québec , QC, Canada.
Coughlan
Andrew P
AP
Simard
Mathieu
M
Bernier
Jonathan
J
Piché
Yves
Y
Chênevert
Robert
R
D000098:Acetophenones / Q000737:chemistry / Q000378:metabolism; D001711:Biotransformation; D018552:Daucus carota / Q000378:metabolism*; D007659:Ketones / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D010626:Phenylethyl Alcohol / Q000737:chemistry / Q000378:metabolism; D018517:Plant Roots / Q000378:metabolism*; D013237:Stereoisomerism; D046509:Tissue Culture Techniques
D000098:Acetophenones; D007659:Ketones; D010626:Phenylethyl Alcohol; C038699:acetophenone