Stereoselective oxidation and reduction by immobilized Geotrichum candidum in an organic solvent
Stereoselective oxidation and reduction by immobilized Geotrichum candidum in an organic solvent
复制标题
有机溶剂中固定化白地霉的立体选择性氧化还原
DOI：
10.1039/a900936a
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
Ibuki Misawa
中科院分区：
文献类型：
--
作者：
Kaoru Nakamura;Y. Inoue;T. Matsuda;Ibuki Misawa
将真菌白地霉（Geotrichum candidum）细胞固定在吸水性聚合物上，并在有机溶剂中，以环己酮、环戊醇或链烷-2-醇为添加剂进行立体选择性氧化还原反应。对映体纯的（R）-1-芳基乙醇通过外消旋1-芳基乙醇的立体选择性氧化得到，而对映体纯的（S）-1-芳基乙醇通过相应的酮的还原得到，与其中（R）-或（S）-1-通过测定反应过程中底物和产物在有机相和水相之间的分配，探讨了反应机理。细胞被固定在聚合物周围。氘代化合物用于确定添加剂的作用。
Cells of the fungus, Geotrichum candidum, were immobilized on a water-absorbing polymer and used for stereoselective oxidation and reduction in an organic solvent using cyclohexanone, cyclopentanol or alkan-2-ols as additive. Enantiomerically pure (R)-1-arylethanols were obtained by the stereoselective oxidation of racemic 1-arylethanols, whereas enantiomerically pure (S)-1-arylethanols were obtained by the reduction of the corresponding ketones, in contrast to reduction in water by the free cells in which (R)- or (S)-1-arylethanols were produced in low ee.The reaction mechanism was investigated by measuring the partition of the substrates and products between the organic phase and aqueous phase in the polymer around which the cells were immobilized. Deuterated compounds were used to determine the role of the additives.