期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2008, 期 9, 页码 1511-1516出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200701208
关键词
reduction; enzymes; old yellow enzymes; nitroalkenes; Alkenes; stereccontrol
The asymmetric bioreduction of C=C-bonds bearing an electron-withdrawing group, such as an aldehyde, ketone, imide, nitro, carboxylic acid, or ester moiety by a novel enoate reductase from Zymomonas mobilis and Old Yellow Enzymes OYE 1-3 from yeasts furnished the corresponding saturated products in up to > 99 % ee. Depending on the substrate type, stereocontrol was achieved by variation of the substrate structure, by switching the (EIZ) geometry of the alkene or by choice of the appropriate enzyme. This substrate- or enzyme-based stereocontrol allowed access to the opposite enantiomeric products.
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