Process for producing optically active carboxylic acid
    3.
    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

    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 producing optically active alcohols
    4.
    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

    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。

    Ruthenium-phosphine complex
    7.
    发明授权
    Ruthenium-phosphine complex 失效
    钌膦络合物

    公开(公告)号:US4764629A

    公开(公告)日:1988-08-16

    申请号:US125280

    申请日:1987-11-25

    CPC分类号: C07F15/0053

    摘要: A ruthenium-phosphine complex represented by formula (I): ##STR1## wherein R represents a hydrogen atom, a methyl group, or a methoxy group; S represents a tertiary amine; when y is 0, then x is 2, z is 4, and p is 1; and when y is 1, then x is 1, z is 1, and p is 0. The complex is inexpensive and exhibits excellent performance as a catalyst for various organic syntheses, and particularly asymmetric hydrogenation.

    摘要翻译: 由式(I)表示的钌膦络合物:其中R表示氢原子,甲基或甲氧基; S表示叔胺; 当y为0时,x为2,z为4,p为1; 当y为1时,x为1,z为1,p为0.该复合物价格便宜,作为各种有机合成催化剂,特别是不对称氢化,表现出优异的性能。

    Iridium-optically active phosphine complex and process for producing
optically active alcohols using the same
    9.
    发明授权
    Iridium-optically active phosphine complex and process for producing optically active alcohols using the same 失效
    铱 - 光学活性膦配合物和使用其制备光学活性醇的方法

    公开(公告)号:US5210332A

    公开(公告)日:1993-05-11

    申请号:US856403

    申请日:1992-03-20

    IPC分类号: C07F15/00

    CPC分类号: C07F15/004

    摘要: An iridium-optically active phosphine complex represented by formula (I):[H.sub.2 Ir(L.sup.1)(L.sup.2)]Y (I)wherein L.sup.1 represents an optically active phosphine compound represented by formula (II): ##STR1## wherein Ar represents a phenyl group or a p- and/or m-lower alkyl-substituted phenyl group, or formula (III): ##STR2## L.sup.2 represents a tertiary phosphine compound represented by formula (IV): ##STR3## wherein Z represents a lower alkoxy group or a di-lower alkylamino group; and A represents an integer of from 1 to 3; Y represents BF.sub.4, PF.sub.6, ClO.sub.4, or BPh.sub.4, wherein Ph represents a phenyl group,and a process for producing an optically active alcohol using the above complex as an enantioselective catalyst are disclosed. The complex exhibits excellent catalytic activity to give high enantioselective yields in enantioselective synthesis, particularly enantioselective hydrogenation.

    摘要翻译: 由式(I)表示的铱光学活性膦配合物:[H2Ir(L1)(L2)] Y(I)其中L1表示由式(II)表示的光学活性膦化合物:其中Ar (III)表示式(IV)表示的叔膦化合物:(IV)表示的叔膦化合物:其中, )其中Z表示低级烷氧基或二低级烷基氨基; A表示1〜3的整数, Y表示BF4,PF6,ClO4或BPh4,其中Ph表示苯基,并且公开了使用上述络合物作为对映选择性催化剂制备光学活性醇的方法。 复合物显示出优异的催化活性,以在对映选择性合成,特别是对映选择性氢化中提供高对映选择性的产率。

    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

    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。