Asymmetric reduction of ethyl 2-methyl e-oxobutanoate by fungi.
Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 93/7 with the enantiomeric excess of anti-(2S,3S)- and syn-(2S,3R)- hydroxy esters of 90 and >99 ee%, respectively.
Iwamoto
K
K
Research Institute for Advanced Science and Technology, Osaka Prefecture University, Japan.
Kuramoto
T
T
Izumi
M
M
Kirihata
M
M
Dohmaru
T
T
Yoshizako
F
F
D001230:Aspergillus / Q000378:metabolism; D002087:Butyrates / Q000378:metabolism*; D005670:Fusarium / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D003904:Mitosporic Fungi / Q000378:metabolism*; D010407:Penicillium / Q000378:metabolism; D014242:Trichoderma / Q000378:metabolism
D002087:Butyrates; C119270:ethyl 2-methyl-3-oxobutanoate