Asymmetric reduction of ethyl 2-methyl 3-oxobutanoate by Chlorella.
Chlorella pyrenoidosa Chick reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 53/47. The enantiomer excesses of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters were 89 and > 99ee% respectively. C. vulgaris and C. regularis afforded predominantly the syn-isomer, contrary to C. pyrenoidosa. The differences in the activity of reducing ethyl 2-methyl 3-oxobutanoate were observed among three strains of Chlorella. Addition of 2% metal salts slightly increased the chemical yield of the hydroxy ester.
Kuramoto
T
T
Research Institute for Advanced Science and Technology, Osaka Prefecture University, Japan.
Iwamoto
K
K
Izumi
M
M
Kirihata
M
M
Yoshizako
F
F
D002087:Butyrates / Q000737:chemistry*; D002708:Chlorella / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D002087:Butyrates; C119270:ethyl 2-methyl-3-oxobutanoate