ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis
ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis
复制标题
DOI：
10.1039/b920946h
复制
发表时间：
2010-01-01
影响因子：
3.2
通讯作者：
Kroutil, Wolfgang
中科院分区：
文献类型：
--
作者：
Andrade, Leandro H.;Silva, Alexandre V.;Kroutil, Wolfgang
欧米伽转氨酶已被评估为有机硒苯乙酮还原胺化为相应胺的生物催化剂，以及外消旋有机硒胺的动力学拆分。事实证明，动力学拆分比不对称还原胺化更有效。通过使用这些方法，我们能够获得高对映体过量（高达 99%）的两种胺对映体。所获得的光学纯邻硒1-苯乙胺的衍生物作为钯催化的不对称烷基化中的配体进行了评估，得到了高达99％ee的烷基化产物。
omega-Transaminases have been evaluated as biocatalysts in the reductive amination of organoselenium acetophenones to the corresponding amines, and in the kinetic resolution of racemic organoselenium amines. Kinetic resolution proved to be more efficient than the asymmetric reductive amination. By using these methodologies we were able to obtain both amine enantiomers in high enantiomeric excess (up to 99%). Derivatives of the obtained optically pure o-selenium 1-phenylethyl amine were evaluated as ligands in the palladium-catalyzed asymmetric alkylation, giving the alkylated product in up to 99% ee.