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1. 发明授权

US5919962A Process for preparing ruthenium-phosphine complex 失效
标题翻译：制备钌膦配合物的方法
公开(公告)号：US5919962A
公开(公告)日：1999-07-06
申请号：US933973
申请日：1997-09-19
申请人： Noboru Sayo , Kazushi Mashima , Kyoko Tamao , Tetsuo Ota
发明人： Noboru Sayo , Kazushi Mashima , Kyoko Tamao , Tetsuo Ota
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07F9/50 , C07F15/00 , C07F9/02
CPC分类号： C07F15/0053
摘要： Disclosed is a ruthenium-phosphine complex represented by formula (I):�{RuX(L)}.sub.2 (.mu.-X).sub.3 !.sup.- �R.sub.2 NH.sub.2 !.sup.+(I)wherein R is hydrogen, an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted benzyl group; X is halogen; and L is an optically active or inactive tertiary phosphine. A process for preparing the complex (I) is also disclosed, which comprises (A) reacting a ruthenium complex represented by formula: �RuX(arene)(L)!X (wherein arene is a substituted or unsubstituted phenyl group) and an ammonium salt represented by formula (III): R.sub.2 NH.HX, or (B) reacting a ruthenium complex represented by formula: �RuX.sub.2 (arene)!.sub.2, a tertiary phosphine represented by L, and an ammonium salt (III). The complex (I) useful as a catalyst for general syntheses or asymmetric syntheses can be obtained easily in good yield.
摘要翻译：公开了由式（I）表示的钌膦配合物：[{RuX（L）} 2（mu -X）3] - [R 2 NH 2] +（I）其中R是氢，具有1至5个碳原子的烷基原子，环烷基，取代或未取代的苯基或取代或未取代的苄基; X是卤素; L是光学活性或无活性的叔膦。还公开了制备络合物（I）的方法，其包括（A）使由式[RuX（芳烃）（L）] X（其中芳烃为取代或未取代的苯基）和铵由式（III）表示的盐：R2NH.HX，或（B）使由式[RuX2（芳烃）] 2表示的钌络合物，由L表示的叔膦和铵盐（III）反应。可以容易地以良好的收率获得用作一般合成或不对称合成的催化剂的络合物（I）。

2. 发明授权

US5530150A Phosphine compound, complex containing the phosphine compound as ligand, process for producing optically active aldehyde using the phosphine compound or the complex, and 4-[(R)-1'-formylethyl]azetidin-2-one derivatives 失效
标题翻译：膦化合物，含膦化合物作为配体的络合物，使用膦化合物或络合物制备旋光醛的方法，以及4 - [（R）-1'-甲酰基乙基]氮杂环丁-2-酮衍生物
公开(公告)号：US5530150A
公开(公告)日：1996-06-25
申请号：US323492
申请日：1994-10-12
申请人： Hidemasa Takaya , Nozomu Sakai , Kyoko Tamao , Satoshi Mano , Hidenori Kumobayashi , Tetsuo Tomita , Takao Saito , Kazuhiko Matsumura , Yasushi Kato , Noboru Sayo
发明人： Hidemasa Takaya , Nozomu Sakai , Kyoko Tamao , Satoshi Mano , Hidenori Kumobayashi , Tetsuo Tomita , Takao Saito , Kazuhiko Matsumura , Yasushi Kato , Noboru Sayo
IPC分类号： C07F9/02 , C07F15/00
CPC分类号： C07F9/02 , C07F15/00
摘要： A phosphine compound represented by one of the formulas: ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, each represent a phenyl group or a phenyl group substituted with a halogen atom or a lower alkyl group or taken together form a divalent hydrocarbon group; and R.sup.3 and R.sup.4, which may be the same or different, each represent a lower alkyl group, a phenyl group or a phenyl group substituted with a halogen atom, a lower alkyl group or a lower alkoxy group or taken together form a divalent hydrocarbon group, and wherein R.sup.6 and R.sup.6' which may be the same or different, each represent a hydrogen atom, a lower alkyl group or a lower alkoxy group; R.sup.5, R.sup.5', R.sup.11 and R.sup.11' which may be the same or different, each represent a hydrogen atom, a lower alkyl group, a lower alkoxy group or a halogen atom; or a pair of R.sup.5 and R.sup.6 or a pair of R.sup.5' and R.sup.6' may form a ring; R.sup.7 and R.sup.8, which may be the same or different, each represent a phenyl group or a phenyl group substituted with a lower alkyl group, a halogen atom or a lower alkoxy group; and R.sup.9 and R.sup.10, which may be the same or different, each represent a phenyl group or a phenyl group substituted with a lower alkyl group, a lower alkoxy group or a halogen atom; or R.sup.9 and R.sup.10 may be taken together to form a divalent hydrocarbon group.
摘要翻译：由下式之一表示的膦化合物：其中R 1和R 2可以相同或不同，各自表示苯基或苯基（III），其中R 1和R 2可以相同或不同，被卤素原子或低级烷基取代或一起形成二价烃基; 和可以相同或不同的R 3和R 4各自表示低级烷基，苯基或被卤素原子，低级烷基或低级烷氧基取代的苯基或一起形成二价烃基并且其中可以相同或不同的R6和R6'各自表示氢原子，低级烷基或低级烷氧基; R5，R5'，R11和R11'可以相同或不同，分别表示氢原子，低级烷基，低级烷氧基或卤素原子; 或一对R 5和R 6或一对R 5'和R 6'可以形成环; R 7和R 8可以相同或不同，表示苯基或被低级烷基，卤原子或低级烷氧基取代的苯基; 和R 9和R 10可以相同或不同，各自表示苯基或被低级烷基，低级烷氧基或卤素原子取代的苯基; 或者R 9和R 10可以一起形成二价烃基。

3. 发明授权

US5789609A Optically active diphosphine, transition metal complex containing the same, and process for producing optically active compound using the complex 失效
标题翻译：光学活性二膦，含有它们的过渡金属络合物，以及使用该复合物制备光学活性化合物的方法
公开(公告)号：US5789609A
公开(公告)日：1998-08-04
申请号：US956048
申请日：1997-10-22
申请人： Kyoko Tamao , Koji Inagaki , Noboru Sayo
发明人： Kyoko Tamao , Koji Inagaki , Noboru Sayo
IPC分类号： B01J31/24 , C07B53/00 , C07B61/00 , C07C253/30 , C07C255/21 , C07F9/50 , C07F15/00 , C07C261/00 , C07F9/02
CPC分类号： B01J31/2452 , C07C253/30 , C07F15/004 , C07F15/0053 , C07F15/0066 , C07F15/008 , C07F9/5027 , B01J2231/323 , B01J2531/0266 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827
摘要： Disclosed are an optically active diphosphine represented by formula: ##STR1## wherein R represents a lower alkyl group having 1 to 4 carbon atoms; Ar represents a phenyl group which may be substituted with a lower alkyl group having 1 to 4 carbon atoms and/or a lower alkoxy group having 1 to 4 carbon atoms, a transition metal complex containing the diphosphine as a ligand, and a process for producing an optically active .delta.-oxo-.alpha.-cyano ester using the transition metal complex as a catalyst.
摘要翻译：公开了由下式表示的光学活性二膦：其中R表示具有1至4个碳原子的低级烷基; Ar表示可以被碳原子数1〜4的低级烷基和/或碳原子数1〜4的低级烷氧基取代的苯基，作为配体的二膦的过渡金属络合物，使用过渡金属络合物作为催化剂的光学活性的δ-氧代-α-氰基酯。

4. 发明授权

US06465594B1 Phosphine derivative and polymer thereof and transition metal complex comprising the same 有权
标题翻译：膦衍生物及其聚合物和包含其的过渡金属络合物
公开(公告)号：US06465594B1
公开(公告)日：2002-10-15
申请号：US09539413
申请日：2000-03-30
申请人： Kyoko Tamao , Noboru Sayo
发明人： Kyoko Tamao , Noboru Sayo
IPC分类号： C08F3002
CPC分类号： C07C231/18 , C07F9/5027 , C07F15/0033 , C07F15/004 , C07F15/0046 , C07F15/0053 , C07F15/006 , C07F15/0066 , C07F15/0073 , C07F15/008 , Y02P20/582
摘要： Disclosed are a phosphine derivative represented by formula (I): wherein Ar represents a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group, a transition metal complex comprising the phosphine derivative or a polymer thereof as a ligand, and a process for producing an optically active amino acid compound by asymmetric hydrogenation using the transition metal complex as a catalyst.
摘要翻译：公开了式（I）表示的膦衍生物：其中Ar表示取代或未取代的苯基或取代或未取代的萘基，包含膦衍生物或其聚合物作为配体的过渡金属络合物，以及其制备方法通过使用过渡金属络合物作为催化剂的不对称氢化的光学活性氨基酸化合物。

5. 发明授权

US07964744B2 Method for producing a ruthenium complex 有权
标题翻译：钌络合物的制造方法
公开(公告)号：US07964744B2
公开(公告)日：2011-06-21
申请号：US12540794
申请日：2009-08-13
申请人： Hideki Nara , Noboru Sayo , Takahiro Fujiwara
发明人： Hideki Nara , Noboru Sayo , Takahiro Fujiwara
IPC分类号： C07F15/00
CPC分类号： C07F15/0053
摘要： Provided is a method for producing a ruthenium complex comprises the step of reacting a ruthenium compound represented by general formula (1): [RuX(L)(PP)]X (1), wherein Ru represents a ruthenium atom; X represents a halogen atom; L represents an arene; and PP represents an optically active bisphosphine, with a carboxylate salt represented by general formula (2): R1CO2M (2), wherein M represents a monovalent cation; and R1 represents a group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups, to produce a ruthenium complex represented by general formula (3): Ru(OCOR1)2(PP) (3), wherein R1 represents the group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups; and PP represents the optically active bisphosphine.
摘要翻译：提供一种制备钌络合物的方法，包括使通式（1）表示的钌化合物：[RuX（L）（PP）] X（1），其中Ru表示钌原子; X表示卤原子; L代表芳烃; 和PP代表光学活性双膦，与通式（2）表示的羧酸盐：R1CO2M（2），其中M表示一价阳离子; 并且R 1表示选自烷基，卤代烷基，任选具有取代基的苯基，1-氨基烷基和1-氨基-1-苯基烷基的基团，以制备由通式（3）：Ru（OCOR1）2（PP）（3），其中R1表示选自烷基，卤代烷基，任选具有取代基的苯基，1-氨基烷基和1- 氨基-1-苯基烷基; PP代表光学活性双膦。

6. 发明申请

US20070060772A1 Phosphines, transition metal complexes containing the same as the ligand, and process for production of optically active carboxylic acids 有权
公开(公告)号：US20070060772A1
公开(公告)日：2007-03-15
申请号：US11540166
申请日：2006-09-29
申请人： Akira Amano , Daisuke Igarashi , Noboru Sayo
发明人： Akira Amano , Daisuke Igarashi , Noboru Sayo
IPC分类号： C07B53/00 , C07F15/00
CPC分类号： C07F9/5027 , C07B2200/07 , C07C51/36 , C07F9/65517 , C07F15/004 , C07F15/0053 , C07F15/0066 , C07F15/008 , C07F15/045 , C07C53/128
摘要： [PROBLEMS] To provide a method by which desired optically active carboxylic acids may be prepared from a carboxylic acid having a carbon-carbon double bond through asymmetric hydrogenation with a catalyst consisting of a transition metal complex containing a water-soluble ligand and which permits easy separation of the used catalyst from the product by liquid-liquid separation alone and enables the recovery of an expensive transition metal and the reuse of the catalyst. [MEANS FOR SOLVING PROBLEMS] Phosphines represented by the general formula (1): wherein X1 is oxygen or methylene; X2 is methylene, ethylene, trimethylene, 1,2-dimethylethylene, isopropylidene, or difluoromethylene; A is a Group IA alkali metal of the periodic table, hydrogen, or an ammonium ion; and a, b, c and d are each an integer of 0 or 1, with the proviso that the cases wherein the sum of a, b, c, and d is 0 are excepted.

7. 发明授权

US06492545B2 Process for producing optically active alcohol 有权
标题翻译：光学活性醇的制造方法
公开(公告)号：US06492545B2
公开(公告)日：2002-12-10
申请号：US09909803
申请日：2001-07-23
申请人： Takao Saito , Tohru Yokozawa , Kazuhiko Matsumura , Noboru Sayo
发明人： Takao Saito , Tohru Yokozawa , Kazuhiko Matsumura , Noboru Sayo
IPC分类号： C07C6966
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 &bgr;-keto acid compound through a simple operation. An optically active alcohol represented by general formula (III) as defined is obtained by asymmetrically hydrogenating a &bgr;-keto ester compound represented by general formula (I) as defined in the presence of at least one ruthenium complex having as a ligand an optically active tertiary diphosphine compound represented by general formula (II) as defined.
摘要翻译：通过简单的操作通过不对称氢化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。由通式（III）表示的光学活性醇通过不对称氢化由通式（I）表示的β-酮酯化合物获得，如在至少一种具有光学活性第三级如通式（Ⅱ）所示的二膦化合物。

8. 发明授权

US06313317B1 Ruthenium-phosphine complex and method for producing the same 有权
标题翻译：钌膦络合物及其制备方法
公开(公告)号：US06313317B1
公开(公告)日：2001-11-06
申请号：US09273260
申请日：1999-03-22
申请人： Noboru Sayo , Takao Saito , Tohru Yokozawa
发明人： Noboru Sayo , Takao Saito , Tohru Yokozawa
IPC分类号： C07F930
CPC分类号： B01J31/2457 , B01J31/2295 , B01J2231/643 , B01J2231/645 , B01J2531/821 , C07B53/00 , C07C67/31 , C07F15/0053 , C07C69/675
摘要： Disclosed is a ruthenium-phosphine complex usable as the catalyst giving a high enantiomer excess in an asymmetric reaction and a method for producing the complex. The ruthenium-phosphine complex is represented by formula (1): [{(RuX(L)}2(&mgr;-X)3]−[R22NH2]+ (1) wherein R2 represents hydrogen, alkyl, cycloalkyl or benzyl and L represents a diphosphine ligand represented by formula (2): wherein R1 represents an optionally substituted phenyl group and X represents a halogen atom. The method for preparing a ruthenium-phosphine complex represented by formula (1) is characterized in that a ruthenium complex represented by the formula [RuX(arene)(L)]X and an ammonium salt represented by the formula R22NH.HX are reacted with each other.
摘要翻译：公开了可用作在不对称反应中给出高对映体过量的催化剂的钌膦络合物和制备该络合物的方法。钌膦配合物由式（1）表示：其中R2表示氢，烷基，环烷基或苄基，L表示由式（2）表示的二膦配体：其中R1表示任选取代的苯基，X表示卤素原子。由式（1）表示的钌 - 膦配合物的制备方法的特征在于，由式[RuX（芳烃）（L）] X表示的钌络合物和由式R22NH.HX表示的铵盐与彼此。

9. 发明授权

US6040465A Process for producing optically active .beta.-lactones 失效
标题翻译：光学活性β-内酯的制备方法
公开(公告)号：US6040465A
公开(公告)日：2000-03-21
申请号：US265371
申请日：1999-03-10
申请人： Sotaro Miyano , Tetsutaro Hattori , Osamu Uesugi , Yasufumi Tamai , Noboru Sayo
发明人： Sotaro Miyano , Tetsutaro Hattori , Osamu Uesugi , Yasufumi Tamai , Noboru Sayo
IPC分类号： B01J31/22 , C07D305/12 , B01J20/00
CPC分类号： C07D305/12
摘要： Disclosed is a process for producing an optically active .beta.-lactone represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group having 1-9 carbon atoms which can be branched or a cycloalkyl group having 5-7 carbon atoms. The process comprises reacting an aldehyde represented by the general formula (II):R.sup.1 CHO (II)wherein R.sup.1 is the same as defined above, with a ketene represented by the general formula (III):CH.sub.2 .dbd.C.dbd.O (III)in the presence of a bissulfonamide/aluminum complex represented by the general formula (IV): ##STR2## wherein Ar represents 2,4,6-(R.sup.2).sub.3 C.sub.6 H.sub.2 (wherein R.sup.2 represents an alkyl group having 2-4 carbon atoms), Et represents an ethyl group and Ph represents a phenyl group.
摘要翻译：公开了由通式（I）表示的光学活性β-内酯的制备方法：其中R1表示可以是支链或具有5-7个碳原子的环烷基的具有1-9个碳原子的烷基。该方法包括使由通式（II）表示的醛：其中R 1与上述定义相同的R 1 CHO（II）与通式（III）表示的乙烯酮：CH 2 = C = O（III）由通式（IV）表示的双磺酰胺/铝络合物的存在：其中Ar表示2,4,6-（R2）3C6H2（其中R2表示具有2-4个碳原子的烷基），Et表示乙基， Ph表示苯基。

10. 发明授权

US5922918A Method for making an optically active diphosphine ligand 失效
标题翻译：制备光学活性二膦配体的方法
公开(公告)号：US5922918A
公开(公告)日：1999-07-13
申请号：US957020
申请日：1997-10-24
申请人： Xiaoyaong Zhang , Noboru Sayo
发明人： Xiaoyaong Zhang , Noboru Sayo
IPC分类号： C07F9/32 , C07F9/50 , C07F9/53
CPC分类号： C07F9/509 , C07F9/5325 , C07B2200/07
摘要： The present invention provides a method for making compound (1) by reacting compound (2) with phosphine oxide (3) in the presence of a transition metal/phosphine complex and optionally reducing the reaction product: ##STR1## where n represents 0 or 1; the double line having a continuous line and a dotted line represents a double bond or a single bond such that the ring having the double line forms a naphthalene ring or an octahydronaphthalene ring with an adjacent benzene ring; Tf represents a trifluoromethanesulfonyl group; and Ar represents a phenyl group, a substituted phenyl group or a naphthyl group. The present invention provides an economical way to produce compound (1) as a ligand of a complex useful as a catalyst for a variety of asymmetric synthesis reactions.
摘要翻译：本发明提供了在过渡金属/膦配合物存在下使化合物（2）与氧化膦（3）反应制备化合物（1）的方法，任选地还原反应产物：其中n表示0或1; 具有连续线和虚线的双线表示双键或单键，使得具有双线的环形成具有相邻苯环的萘环或八氢萘环; Tf表示三氟甲磺酰基; Ar表示苯基，取代苯基或萘基。本发明提供了一种生产化合物（1）作为可用作各种不对称合成反应的催化剂的络合物的配体的经济方法。

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