Enantioselective reduction of ketones with a silane agent/metal compound/ chiral ligand system
    2.
    发明申请
    Enantioselective reduction of ketones with a silane agent/metal compound/ chiral ligand system 失效
    用硅烷试剂/金属化合物/手性配体体系对映体选择性还原酮

    公开(公告)号:US20020161252A1

    公开(公告)日:2002-10-31

    申请号:US10114976

    申请日:2002-04-04

    Inventor: Hubert Mimoun

    Abstract: A process for the enantioselective reduction of prochiral ketones to chiral alcohols by (a) the reaction of a prochiral ketone with a silane agent, which is present in a stoichiometric quantity, in the presence of a catalyst derived from a Zn, Co or Cd precursor compound and from a chiral amine, imine, alcohol or amino alcohol ligand; (b) the hydrolysis of the siloxane obtained using an appropriate agent; and (c) the separation and purification of the optically active alcohol formed. Polymethylhydrosiloxane (PMHS) is a preferred silane agent, zinc is a preferred metal, and the precursor compound is produced by reacting a salt or complex of the respective metal with the reducing agent. In another embodiment, an appropriate salt of the chosen metal is used directly in the reaction with the chiral ligand to produce the catalytic form after reaction with the ligand. The process enables high enantiomeric excesses (ee) to be obtained in chiral alcohols.

    Abstract translation: 通过(a)在由Zn,Co或Cd前体衍生的催化剂存在下,以前者手段将酮与硅烷试剂以化学计量的量存在反应,将前手性酮对映选择性地还原成手性醇的方法 化合物和手性胺,亚胺,醇或氨基醇配体; (b)使用适当的试剂水解得到的硅氧烷; 和(c)形成的光学活性醇的分离和纯化。 聚甲基氢硅氧烷(PMHS)是优选的硅烷剂,锌是优选的金属,前体化合物是通过使各种金属的盐或络合物与还原剂反应来制备的。 在另一个实施方案中,所选金属的合适的盐直接用于与手性配体的反应中,以在与配体反应后产生催化形式。 该方法能够在手性醇中获得高对映体过量(ee)。

Patent Agency Ranking