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    Copper complex
    2.
    发明授权
    Copper complex 失效
    铜复合体

    公开(公告)号：US4029683A

    公开(公告)日：1977-06-14

    申请号：US645541

    申请日：1975-12-29

    申请人： Tadatoshi Aratani ,  Shuzo Nakamura ,  Tsuneyuki Nagase ,  Yukio Yoneyoshi

    发明人： Tadatoshi Aratani ,  Shuzo Nakamura ,  Tsuneyuki Nagase ,  Yukio Yoneyoshi

    IPC分类号： C07F1/08

    摘要： A copper complex coordinated with a Schiff base is provided herein, which complex is especially advantageous to catalyze the asymmetric synthesis of alkyl chrysanthemates. The specific complex of the present invention is a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R.sup.1 is selected from (a) alkyl groups whose carbon atom number is 1-10, and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R.sup.2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, X is selected from (a) hydrogen, (b) alkyl groups having 1-10 carbon atoms, (c) a phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms, (f) nitro, or X is benzo which together with the ring to which it is attached forms a naphthalene ring, and Y is a hydrogen atom.

    摘要翻译： 本文提供了与席夫碱配位的铜络合物，该络合物特别有利于催化烷基菊酸酯的不对称合成。 本发明的具体络合物是与下式的手性席夫碱配位的铜络合物：其中C *是不对称碳原子，R1选自（a）碳原子数为1-10的烷基 ，和（b）具有或不具有烷氧基取代基的芳烷基，其总碳原子数为7-20，R2选自具有烷氧基取代基的芳基，其总碳原子数为7-30，X 选自（a）氢，（b）具有1-10个碳原子的烷基，（c）苯基，（d）具有1-10个碳原子的烷氧基，（e）卤素原子，（f）硝基， 或X为苯并
    与与其连接的环一起形成萘环，Y为氢原子。

    Asymmetric synthesis of alkyl chrysanthemate
    3.
    发明授权
    Asymmetric synthesis of alkyl chrysanthemate 失效
    烷基菊酯的不对称合成

    公开(公告)号：US4197408A

    公开(公告)日：1980-04-08

    申请号：US847471

    申请日：1977-10-31

    申请人： Tadatoshi Aratani ,  Yukio Yoneyoshi ,  Fumio Fujita ,  Tsuneyuki Nagase

    发明人： Tadatoshi Aratani ,  Yukio Yoneyoshi ,  Fumio Fujita ,  Tsuneyuki Nagase

    IPC分类号： C07C245/18 ,  C07F1/00 ,  C07C51/00

    CPC分类号： C07F1/005 ,  C07C245/18

    摘要： A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula:N.sub.2 CHCOORwherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R.sup.1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R.sup.2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X.sup.1 and X.sup.2 is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups having 1-10 carbon atoms, (c) phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms and (f) nitro group, or (g) X.sup.1 and X.sup.2 together form a benzo group.

    摘要翻译： 一种制备光学活性菊酸酯的方法，其包括使2,5-二甲基-2,4-己二烯与下式的重氮乙酸酯反应：其中R选自（a）具有或不具有取代基的环烷基 （b）碳原子数为9〜20的叔芳烷基，（c）总碳原子数为4的烷氧基烷基或不具有烷氧基取代基的叔烷基， -20，在与下式的手性希夫碱配位的铜络合物的存在下，其中C *是不对称碳原子，R 1选自（a）碳原子数为 1-10和（b）具有或不具有烷氧基取代基的芳烷基，其总碳原子数为7-20，R2选自具有烷氧基取代基的芳基，其总碳原子数为7-30 ，并且X1和X2各自选自（a）氢原子，（b）a） 具有1-10个碳原子的烷基，（c）苯基，（d）具有1-10个碳原子的烷氧基，（e）卤素原子和（f）硝基，或（g）X1和X2一起形成苯并 组。

    Process for producing optically active carbinols
    4.
    发明授权
    Process for producing optically active carbinols 失效
    光学活性甲醇的制备方法

    公开(公告)号：US5831132A

    公开(公告)日：1998-11-03

    申请号：US549399

    申请日：1995-10-27

    申请人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    发明人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    IPC分类号： C07C29/143 ,  C07D317/54 ,  C07C33/46 ,  C07C27/00

    CPC分类号： C07D317/54 ,  C07C29/143 ,  C07B2200/07

    摘要： The present invention relates to a process for producing optically active halomethyl phenyl carbinols of the formula (1), comprising reducing halomethyl phenyl ketones of the formula (2) using an asymmetric reducing agent obtained from boranes and optically active .alpha.-phenyl-substituted-.beta.-amino alcohols of the formula (3) or optically active .alpha.-non-substituted-.beta.-amino alcohols of the formula (4). The present invention further relates to a process for producing optically active carbinols, comprising reacting a prochiral keytone with an asymmetric reducing agent obtained from optically active .beta.-amino alcohols of the formula (5), a metal boron hydride and Lewis acid or lower dialkyl sulfuric acid. All of the formulas (1) to (5) are the same as shown in the specification.

    摘要翻译： 本发明涉及一种制备式（1）的光学活性卤代甲基苯基甲醇的方法，其包括使用由硼烷和光学活性的α-苯基取代的β取代的β-不饱和还原剂还原式（2）的卤代甲基苯基酮 （3）的氨基醇或式（4）的光学活性的α-壬基取代的β-氨基醇。 本发明还涉及一种光学活性甲醇的制造方法，其包括使前手性键控酮与由式（5）的光学活性β-氨基醇获得的不对称还原剂，金属硼氢化物和路易斯酸或低级二烷基硫酸 酸。 所有式（1）至（5）与说明书中所示的相同。

    Process for producing optically active carbinols
    6.
    发明授权
    Process for producing optically active carbinols 失效
    光学活性甲醇的制备方法

    公开(公告)号：US6156940A

    公开(公告)日：2000-12-05

    申请号：US56797

    申请日：1998-04-08

    申请人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    发明人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    IPC分类号： C07C29/143 ,  C07D317/54 ,  C07C27/00

    CPC分类号： C07D317/54 ,  C07C29/143 ,  C07B2200/07

    摘要： The present invention relates to a process for producing optically active halomethyl phenyl carbinols of the formula (1), comprising reducing halomethyl phenyl ketones of the formula (2) using an asymmetric reducing agent obtained from boranes and optically active .alpha.-phenyl-substituted-.beta.-amino alcohols of the formula (3) or optically active .alpha.-non-substituted-.beta.-amino alcohols of the formula (4).The present invention further relates to a process for producing optically active carbinols, comprising reacting a prochiral ketone with, an asymmetric reducing agent obtained from optically active .beta.-amino alcohols of the formula (5), a metal boron hydride and Lewis acid or lower dialkyl sulfuric acid. All of the formulas (1) to (5) are the same as shown in the specification.

    摘要翻译： 本发明涉及一种制备式（1）的光学活性卤代甲基苯基甲醇的方法，其包括使用由硼烷和光学活性的α-苯基取代的β取代的β-不饱和还原剂还原式（2）的卤代甲基苯基酮 （3）的氨基醇或式（4）的光学活性的α-壬基取代的β-氨基醇。 本发明还涉及一种光学活性甲醇的制备方法，其包括使前手性酮与由式（5）的光学活性β-氨基醇获得的不对称还原剂，金属硼氢化物和路易斯酸或低级二烷基 硫酸。 所有式（1）至（5）与说明书中所示的相同。

    Processes for preparing optically active alcohols and optically active amines
    7.
    发明授权
    Processes for preparing optically active alcohols and optically active amines 失效
    制备光学活性醇和光学活性胺的方法

    公开(公告)号：US6025531A

    公开(公告)日：2000-02-15

    申请号：US89349

    申请日：1998-06-03

    申请人： Yukio Yoneyoshi ,  Naoto Konya ,  Gohfu Suzukamo

    发明人： Yukio Yoneyoshi ,  Naoto Konya ,  Gohfu Suzukamo

    IPC分类号： C07B53/00 ,  C07B57/00 ,  C07C29/143 ,  C07C33/34 ,  C07C209/40 ,  C07C213/02

    CPC分类号： C07B53/00 ,  C07B57/00 ,  C07C209/40 ,  C07C213/02 ,  C07C29/143 ,  C07B2200/07

    摘要： A process for preparing an optically active alcohol by reacting a prochiral ketone corresponding to the optically active alcohol and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active .beta.-aminoalcohol and a boron hydride; or obtained from the optically active .beta.-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine and (2) a metal borohydride; and a process for preparing an optically active amine by reacting an oxime derivative and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active .beta.-aminoalcohol and a boron hydride, or obtained from said optically active .beta.-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine, and (2) a metal borohydride.

    摘要翻译： 通过使对应于光学活性醇的前手性酮与酸与（1）选自以下的混合物的混合物反应制备光学活性醇的方法：i）硼烷化合物，其由 光学活性β-氨基醇和硼氢化物; 或由光学活性β-氨基醇，金属硼氢化物和酸获得，和ii）光学活性的恶唑硼烷和（2）金属硼氢化物; 和通过使肟衍生物和酸与（1）选自以下的含硼化合物的混合物制备光学活性胺的方法：i）由光学活性β-氨基醇获得的硼烷化合物 和硼氢化物，或从所述光学活性β-氨基醇，金属硼氢化物和酸获得的硼氢化物，和ii）光学活性的恶唑硼烷，和（2）金属硼氢化物。

    Process for producing (R)-styrene oxides
    10.
    发明授权
    Process for producing (R)-styrene oxides 失效
    制备（R） - 苯乙烯氧化物的方法

    公开(公告)号：US5717116A

    公开(公告)日：1998-02-10

    申请号：US624084

    申请日：1996-03-29

    申请人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    发明人： Kenji Saito ,  Norio Kometani ,  Azusa Fujiwara ,  Yukio Yoneyoshi ,  Gohfu Suzukamo

    IPC分类号： C07D301/26 ,  C07D303/02 ,  C12P7/62 ,  C12P41/00 ,  C07D301/24

    CPC分类号： C07D303/02 ,  C07D301/26 ,  C12P41/004 ,  C12P7/62

    摘要： The present invention provides a process for producing (R)-styrene oxides represented by the formula (1): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and X are as defined in the specification, which comprises treating a mixture of (R)- and (S)-phenylhalogenomethylcarbinols with a lipase in the presence of a carboxylate to preferentially convert the (S)-phenylhalogenomethylcarbinols, and treating a mixture of the formed carbinol alkylates (3) and (R)-phenylhalogenomethylcarbinols with a base to cyclize the (R)-phenylhalogenomethylcarbinols, and also provides an industrially excellent process for producing (R)-styrene oxides (1) which comprises using a mixture enriched with (R)-phenylhalogenomethylcarbinols as the mixture of (R)- and (S)-phenylhalogenomethylcarbinols (2).

    摘要翻译： 本发明提供一种由式（1）表示的（R） - 苯乙烯氧化物的制备方法：其中R 1，R 2，R 3和X如说明书中所定义，其包括将 R） - 和（S） - 苯基卤代甲基甲醇与羧酸酯存在下的脂肪酶以优先转化（S） - 苯基卤代甲基甲醇，并将形成的烷基醇烷基化物（3）和（R） - 苯基卤代甲基甲醇的混合物与碱反应 （R） - 苯基卤代甲基甲醇环化，并且还提供了工业上优异的（R） - 苯乙烯氧化物（1）的制备方法，其包括使用（R） - 苯基卤代甲基甲醇作为（R） - 和（S） - 苯基卤甲基甲醇（2）。