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    Process for producing optically active alcohols
    3.
    发明授权
    Process for producing optically active alcohols 失效
    光学活性醇的制造方法

    公开(公告)号：US4962242A

    公开(公告)日：1990-10-09

    申请号：US66164

    申请日：1987-06-25

    申请人： Nobuo Yamada ,  Toshiyuki Takezawa ,  Noboru Sayo ,  Misao Yagi ,  Hidenori Kumobayashi ,  Susumu Akutagawa ,  Hidemasa Takaya ,  Shinichi Inoue ,  Ryoji Noyori

    发明人： Nobuo Yamada ,  Toshiyuki Takezawa ,  Noboru Sayo ,  Misao Yagi ,  Hidenori Kumobayashi ,  Susumu Akutagawa ,  Hidemasa Takaya ,  Shinichi Inoue ,  Ryoji Noyori

    IPC分类号： C07C29/17

    CPC分类号： C07C29/172 ,  C07B2200/07

    摘要： A process for producing an optically active alcohol represented by formula (I): ##STR1## wherein R.sub.1 is an alkyl group having from 2 to 11 carbon atoms, an alkenyl group having from 3 to 11 carbon atoms, an alkadienyl group having from 6 to 11 carbon atoms, a cyclohexyl group, an cyclohexylmethyl group, or a cyclohexylethyl group, provided that the olefin in the alkenyl group or alkadienyl group is not conjugated to the olefin at the 2-position thereof; and * means an asymmetric carbon atom,is disclosed, comprising subjecting an olefinic alcohol represented by formula (II): ##STR2## wherein R.sub.1 is the same as defined above to asymmetric hydrogenation in the presence of, as a catalyst, a ruthenium-optically active phosphine complex.According to the process of the invention, the desired optically active alcohols which are useful not only as intermediates for the manufacture of perfumes and vitamin E but also as liquid crystal materials can be produced with high optical purities.

    摘要翻译： 一种制备由式（I）表示的光学活性醇的方法：其中R1是具有2至11个碳原子的烷基，具有3至11个碳原子的链烯基，具有 环己基，环己基甲基或环己基乙基，条件是烯基或链二烯基中的烯烃在2-位没有与烯烃共轭; 和*表示不对称碳原子，包括使式（II）表示的烯属醇：其中R 1与上述定义相同，在作为催化剂的存在下进行不对称氢化 钌 - 光学活性膦配合物。 根据本发明的方法，不仅可用于制造香料和维生素E，而且用作液晶材料的中间体所需的光学活性醇可以以高光学纯度生产。

    Process for producing optically active carboxylic acid
    7.
    发明授权
    Process for producing optically active carboxylic acid 失效
    光学活性羧酸的制备方法

    公开(公告)号：US4962230A

    公开(公告)日：1990-10-09

    申请号：US121247

    申请日：1987-11-16

    申请人： Hidemasa Takaya ,  Tetsuo Ohta ,  Ryoji Noyori ,  Noboru Sayo ,  Hidenori Kumobayashi ,  Susumu Akutagawa

    发明人： Hidemasa Takaya ,  Tetsuo Ohta ,  Ryoji Noyori ,  Noboru Sayo ,  Hidenori Kumobayashi ,  Susumu Akutagawa

    IPC分类号： C07C51/36 ,  C07F15/00

    CPC分类号： C07F15/0053 ,  C07C51/36

    摘要： A process for producing an optically active carboxylic acid represented by formula (I): ##STR1## wherein R.sup.1, and R.sup.2, and R.sup.3 each represents a hydrogen atom, an alkyl group, an alkenyl group, or a phenyl or naphthyl group which may have a substituent, provided that all of R.sup.1, R.sup.2, and R.sup.3 are not simultaneously a hydrogen atom; when R.sup.1 and R.sup.2 are simultaneously a hydrogen atom, then R.sup.3 is not a methyl group; and that when R.sup.3 is a hydrogen atom, then R.sup.1 and R.sup.2 are each a group other then a hydrogen atom,is disclosed, comprising asymmetrically hydrogenating an .alpha.,.beta.-unsaturated carboxylic acid represented by formula (II): ##STR2## wherein R.sup.1, R.sup.2, and R.sup.3 are the same as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst.According to the process of the invention, the desired optically active carboxylic acids which can be widely used as raw materials for synthesizing various useful compounds, for example, as intermediates for synthesizing physiologically active substances of natural materials and also as liquid crystal materials can be industrially advantageously produced.

    Process for preparing N-acyltetrahydroisoquinoline
    10.
    发明授权
    Process for preparing N-acyltetrahydroisoquinoline 失效
    制备N-酰基四氢异喹啉的方法

    公开(公告)号：US4851537A

    公开(公告)日：1989-07-25

    申请号：US38571

    申请日：1987-04-15

    申请人： Ryoji Noyori ,  Masato Kitamura ,  Hidemasa Takaya ,  Hidenori Kumobayashi ,  Susumu Akutagawa

    发明人： Ryoji Noyori ,  Masato Kitamura ,  Hidemasa Takaya ,  Hidenori Kumobayashi ,  Susumu Akutagawa

    IPC分类号： C07B61/00 ,  B01J31/00 ,  B01J31/24 ,  C07D217/06 ,  C07D217/20

    CPC分类号： C07D217/06 ,  C07D217/20

    摘要： A process for preparing an N-acyltetrahydroisoquinoline represented by formula (II) ##STR1## wherein A represents a phenylene ring substituted with a hydroxyl group, a lower alkoxy group, an acetoxy group, or a benzyloxy group; R represents a hydrogen atom, a lower alkyl group, or a phenyl group; and X represents a hydrogen atoms, a phenyl group, or a phenyl group substituted with a hydroxyl group, a lower alkoxy group, or an acetoxy group, which comprises asymmetrically hydrogenating an N-acyl-1-methylenetetrahydroisoquinoline or N-acyl-1-benzylidenetetrahydroisoquinoline represented by formula (I) ##STR2## wherein A, R, and X are as defined above, in the presence of an optically active ruthenium-phosphine complex as a catalyst. The process exclusively and efficiently provides a useful isomer of the N-acyltetrahydroisoquinoline of high purity which is useful as an intermediate for synthesizing isoquinoline type alkaloids as pharmaceuticals without involving optical resolution of a racemate.

    摘要翻译： 制备由式（II）表示的N-酰基四氢异喹啉的方法其中A表示被羟基，低级烷氧基，乙酰氧基或苄氧基取代的亚苯基环; R表示氢原子，低级烷基或苯基; X表示氢原子，苯基或被羟基，低级烷氧基或乙酰氧基取代的苯基，其包括不对称地氢化N-酰基-1-亚甲基四氢异喹啉或N-酰基-1- 由式（I）表示的亚苄基四氢异喹啉，其中A，R和X如上所定义，在光学活性钌 - 膦配合物作为催化剂存在下进行。 该方法专门有效地提供了高纯度的N-酰基四氢异喹啉的有用异构体，其可用作合成异喹啉类生物碱作为药物而不涉及外消旋物的光学拆分的中间体。