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    Axially asymmetric phosphorus compound and production method thereof
    1.
    发明公开
    Axially asymmetric phosphorus compound and production method thereof 有权
    Achsenasymmetrische Phosphorverbindung und Verfahren zu ihrer Herstellung

    公开(公告)号：EP2364987A1

    公开(公告)日：2011-09-14

    申请号：EP11154933.3

    申请日：2011-02-18

    申请人： National University Corporation Tokyo University of Agriculture and Technology ,  Takasago International Corporation

    发明人： Tanaka, Ken ,  Yokozawa, Tohru ,  Hakamata, Tomohiko

    IPC分类号： C07F9/53 ,  C07F9/6561 ,  C07B53/00

    CPC分类号： C07B53/00 ,  C07F9/5325 ,  C07F9/6561

    摘要： To provide an axially asymmetric optically active biarylphosphorus compound that can easily produced without the step of optical resolution which was almost indispensable in conventional methods.
    [Means for solving the problems]
    A method for producing an axially asymmetric phosphorus compound represented by the general formula (1) , comprising a cycloaddition reaction of a compound having a triple bond with the use of a catalyst containing rhodium metal and an optically active bisphosphine.

    (In the formula (1) , R 1 and R 2 may be the same or different and independently are an alkyl group optionally having a substituent group, a cycloalkyl group optionally having a substituent group, an aryl group optionally having a substituent group, an alkoxy group optionally having a substituent group or an aryloxy group optionally having a substituent group; * is axial asymmetry.)
    [Representative drawing] none

    摘要翻译： 提供一种轴向不对称光学活性联芳基磷化合物，其可以容易地制备而无需在常规方法中几乎不可缺少的光学拆分步骤。 [解决问题的方法]一种制备由通式（1）表示的轴向不对称磷化合物的方法，其包括具有三键的化合物与使用含铑金属的催化剂和光学活性双膦的环加成反应 。 （式（1）中，R 1和R 2可以相同或不同，独立地为任选具有取代基的烷基，任选具有取代基的环烷基，可以具有取代基的芳基，任选具有取代基的芳基， 任选具有取代基的烷氧基或任选具有取代基的芳氧基; *是轴不对称的。）[代表性图]无

    Axially asymmetric phosphorus compound and production method thereof
    2.
    发明公开
    Axially asymmetric phosphorus compound and production method thereof 审中-公开
    Achsenasymmetrische Phosphorverbindung und Verfahren zu ihrer Herstellung

    公开(公告)号：EP2098531A1

    公开(公告)日：2009-09-09

    申请号：EP09002595.8

    申请日：2009-02-24

    申请人： National University Corporation Tokyo University of Agriculture and Technology ,  Takasago International Corporation

    发明人： Tanaka, Ken ,  Nishida, Goushi ,  Yokozawa, Tohru ,  Yusa, Yukinori

    IPC分类号： C07F9/655 ,  B01J31/26

    CPC分类号： C07F9/5027 ,  C07F9/5059 ,  C07F9/65517

    摘要： To provide an axially asymmetric optically active biarylphosphorus compound that can easily produced without the step of optical resolution which was almost indispensable in conventional methods.
    Solution:
    A method for producing an axially asymmetric phosphorus compound represented by the general formula (1), comprising a cycloaddition reaction of a compound having a triple bond with the use of a catalyst containing rhodium metal and an optically active bisphosphine.

    (In the formula, J is an oxygen atom, a sulfur atom or BH 3 ; R 1 and R 2 independently are an alkyl, cycloalkyl, aryl, alkoxy and aryloxy group; a1 and a2 independently are 0 or 1; R 3 to R 10 independently are an alkyl, cycloalkyl, aryl, alkoxy and aryloxy group; two among R 3 to R 10 may form a ring; and * is axial asymmetry.)

    摘要翻译： 提供一种轴向不对称光学活性联芳基磷化合物，其可以容易地制备而无需在常规方法中几乎不可缺少的光学拆分步骤。 溶液：用于制备由通式（1）表示的轴向不对称磷化合物的方法，其包括具有三键的化合物与使用含铑金属和光学活性双膦的催化剂的环加成反应。 （式中，J为氧原子，硫原子或BH 3; R 1和R 2分别为烷基，环烷基，芳基，烷氧基和芳氧基; a1和a2分别为0或1; R 3〜R 10独立地是烷基，环烷基，芳基，烷氧基和芳氧基; R 3至R 10中的两个可以形成环;并且*是轴不对称的）

    Process for producing optically active alcohol
    5.
    发明公开
    Process for producing optically active alcohol 有权
    伊斯法罕zur Herstellung eines optisch aktiven Alkohols

    公开(公告)号：EP1176135A1

    公开(公告)日：2002-01-30

    申请号：EP01401953.3

    申请日：2001-07-20

    申请人： Takasago International Corporation

    发明人： Saito, Takao ,  Matsumura, Kazuhiko ,  Yokozawa, Tohru ,  Sayo, Noboru

    IPC分类号： C07C67/31 ,  C07C69/675

    CPC分类号： C07C67/31 ,  C07B2200/07 ,  Y02P20/55 ,  C07C69/675

    摘要： A novel process in which an optically active alcohol compound having a desired absolute configuration and a high optical purity can be obtained by asymmetrically hydrogenating a β-keto acid compound through a simple operation. An optically active alcohol represented by the following general formula (III) :
    (wherein R 1 represents a C 1 -C 15 alkyl group which may have one or more substituents (selected from halogen atoms, a hydroxyl group, an amino group, amino groups protected by a protective group, amino groups protected by a mineral acid or organic acid, amino groups substituted with one or more C 1 -C 4 lower alkyl groups, a benzyloxy group, C 1 -C 4 lower alkoxy groups, C 1 -C 4 lower alkoxycarbonyl groups, and aryl groups) or an aryl group; and R 2 represents a C 1 -C 8 lower alkyl group, or a benzyl group which may have one or more substituents) is obtained by asymmetrically hydrogenating a β-keto ester compound represented by the following general formula (I):
    (wherein R 1 and R 2 are the same as defined above) in the presence of at least one ruthenium complex having as a ligand an optically active tertiary diphosphine compound represented by the following general formula (II):
    (wherein R 3 and R 4 each independently represent a cycloalkyl group, an unsubstituted or substituted phenyl group, or a five-membered heteroaromatic ring residue).

    摘要翻译： 通过简单的操作不对称地氢化β-酮酸化合物，可以获得具有所需绝对构型和高光学纯度的光学活性醇化合物的新方法。 由以下通式（III）表示的光学活性醇：（其中R 1表示可具有一个或多个取代基的C1-C15烷基（选自卤素原子，羟基，氨基 由保护基保护的氨基，被无机酸或有机酸保护的氨基，被一个或多个C 1 -C 4低级烷基取代的氨基，苄氧基，C 1 -C 4低级烷氧基，C 1 -C 4低级烷氧基羰基 基团和芳基）或芳基; R 2表示C1-C8低级烷基或可具有一个或多个取代基的苄基）是通过不对称氢化由下式表示的β-酮酯化合物获得的： 在下述通式（I）中：（其中R 1和R 2与上述定义相同）在至少一种具有作为配位体的钌络合物存在下，以铑络合物作为配位体，以光学活性的叔二膦化合物 以下通式（II）：（其中 R 3和R 4各自独立地表示环烷基，未取代或取代的苯基或五元杂芳环残基）。