公开(公告)号：US06723879B2

公开(公告)日：2004-04-20

申请号：US10275634

申请日：2002-11-07

申请人： Tsutomu Katsuki ,  Yoshinori Kohmura

发明人： Tsutomu Katsuki ,  Yoshinori Kohmura

IPC分类号： C07C30340

CPC分类号： B01J31/2243 ,  B01J31/0222 ,  B01J31/0232 ,  B01J31/0237 ,  B01J31/0271 ,  B01J31/1805 ,  B01J2231/46 ,  B01J2531/0252 ,  B01J2531/72 ,  C07C303/40 ,  C07C311/20

摘要： Disclosed is a process for the enantioselective production of an optically active amino compound by the amination of the C—H bond of an organic compound. The amino compound is produced by converting the C—H bond at the allyl position of an alkene or the C—H bond at the benzyl position of an alkylarene to the corresponding C—N bond, using a salen-manganese complex as the catalyst and N-substituted iminoaryliodinane as the amination agent. Both the catalytic activity and the enantioselectivity are very high when there is used a catalyst in which the 3- and 5-positions of the salicylaldehyde moiety of the salen ligand are substituted with an electron-withdrawing group, particularly with a halogen atom.

摘要翻译： 公开了通过胺化有机化合物的C-H键来对映选择性地制备光学活性氨基化合物的方法。 氨基化合物是通过将烯烃烯丙基位置的CH键或烷基芳烃的苄基位置处的CH键转化为相应的CN键，使用salen-锰络合物作为催化剂，将N-取代的亚氨基芳基碘烷作为 胺化剂。 当使用其中salen配体的水杨醛部分的3位和5位被吸电子基团，特别是卤素原子取代的催化剂时，催化活性和对映体选择性都非常高。

公开(公告)号：US08410295B2

公开(公告)日：2013-04-02

申请号：US13426186

申请日：2012-03-21

申请人： Tsutomu Katsuki ,  Kazuhiro Matsumoto ,  Yuji Sawada

发明人： Tsutomu Katsuki ,  Kazuhiro Matsumoto ,  Yuji Sawada

IPC分类号： C07F7/28

CPC分类号： C07B53/00 ,  B01J31/1805 ,  B01J31/2213 ,  B01J2231/72 ,  B01J2531/0252 ,  B01J2531/46 ,  C07C215/50 ,  C07C251/24 ,  C07C2601/14 ,  C07D301/12 ,  C07D303/04

摘要： A complex, and a process for producing the same, represented by any of the following formulae (I), (I′), (II), (II′), (III), (III′), (IV), and (IV′): where: R1s are independently an alkyl group or an aryl group; R2s are independently a hydrogen atom, an alkyl group, or an aryl group; R3s are independently an alkyl group or an aryl group, provided that two R3s are optionally bonded with each other to form a ring; R4s are independently a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a nitro group, or a cyano group; and M is TiY2, where Y is Cl or alkoxide or the complex forms a di-μ-oxo dimer where Y is a μ-oxo ligand.

摘要翻译： 由下列通式（I），（I'），（II），（II'），（III），（III'），（IV）和（II）表示的络合物及其制备方法， （Ⅳ'）：其中：R 1独立地是烷基或芳基; R2独立地为氢原子，烷基或芳基; R3独立地是烷基或芳基，条件是两个R 3彼此任选地键合形成环; R4独立地为氢原子，卤素原子，烷基，烷氧基，硝基或氰基; 并且M是TiY 2，其中Y是Cl或醇盐，或者络合物形成二μ-氧代二聚体，其中Y是μ-氧代配体。

公开(公告)号：US20080234502A1

公开(公告)日：2008-09-25

申请号：US11979815

申请日：2007-11-08

申请人： Shoichi Kondo ,  Kazuhiro Matsumoto ,  Yuji Sawada ,  Tsutomu Katsuki

发明人： Shoichi Kondo ,  Kazuhiro Matsumoto ,  Yuji Sawada ,  Tsutomu Katsuki

IPC分类号： C07D493/04 ,  C07D301/03 ,  C07F7/28 ,  C07C211/27

CPC分类号： C07C215/50 ,  C07C2601/14 ,  C07D301/12

摘要： [Problem] To provide a production method of optically active epoxy compound, and a complex used for the production method and a production method of the complex. [Means for solving the problem] The skeleton that is necessary for expressing a high catalyst activity of optically active titanium salan complex of formulae (1) and (1′) and the substituent that is useful therefor and the position of the substituent are identified, and it is found that optically active epoxy compounds can be produced with a high enantioselectivity and a high chemical yield compared with a case where the prior optically active titanium salan complex is used. The production method comprises subjecting a prochiral compound (formula (4), (5) or (6)) having carbon-carbon double bond in the molecule to asymmetric epoxidation to produce an optically active epoxy compound (formula (7), (8) or (9)). The present invention relates also to a complex used for the production method and a production method of the complex.

摘要翻译： [问题]提供光学活性环氧化合物的制备方法和复合体的制造方法和制造方法中使用的复合体。 [解决问题的手段]鉴定表达式（1）和（1'）的光学活性钛salan复合物和其有用的取代基的高催化剂活性所必需的骨架和取代基的位置， 并且发现与使用现有的光学活性钛砂复合物的情况相比，可以以高对映选择性和高化学产率制备光学活性环氧化合物。 该制造方法包括使分子中具有碳 - 碳双键的前手性化合物（式（4），（5）或（6））进行不对称环氧化反应，得到光学活性环氧化合物（式（7），（8） 或（9））。 本发明还涉及复合物的制造方法和制造方法中使用的复合体。

公开(公告)号：US5352814A

公开(公告)日：1994-10-04

申请号：US933785

申请日：1992-08-24

申请人： Tsutomu Katsuki ,  Naoki Hosoya ,  Akira Hatayama

发明人： Tsutomu Katsuki ,  Naoki Hosoya ,  Akira Hatayama

IPC分类号： C07D493/04 ,  C07D498/04 ,  C07D498/14 ,  C07F13/00 ,  C07F3/02

CPC分类号： C07D493/04 ,  C07F13/005

摘要： A process for producing an optically active benzopyran compound of the formula [I] or [II]: ##STR1## in which an olefin compound of the formula [V] or [VI]: ##STR2## is subjected to asymmetric epoxidation reaction, using, as a catalyst, an optically active manganese complex of the formula [III] or [IV]: ##STR3##

摘要翻译： 制备式[I]或[II]的光学活性苯并吡喃化合物的方法：其中式[Ⅴ]或[Ⅵ]的烯烃化合物： 使用作为催化剂的式[III]或[IV]的光学活性锰络合物进行不对称环氧化反应：[IMAGE] [VI] ]

公开(公告)号：US4471130A

公开(公告)日：1984-09-11

申请号：US287012

申请日：1981-07-27

申请人： Tsutomu Katsuki ,  Karl B. Sharpless

发明人： Tsutomu Katsuki ,  Karl B. Sharpless

IPC分类号： C07D301/19 ,  C07D303/04 ,  C07D303/14 ,  C07D303/48 ,  C07C45/04

CPC分类号： C07D301/19 ,  B01J31/0212 ,  C07D303/04 ,  C07D303/14 ,  C07D303/48 ,  B01J2231/72

摘要： Methods and compositions are provided for asymmetrically donating an oxygen atom to a pair of electrons to produce an asymmetric product. Specifically, a metal alkoxide is used as a catalyst, where the metal has a coordination number of at least four, and at least one, usually two, of the alkoxide groups bonded to the metal are bonded to asymmetric carbon atoms. The metal catalyst is employed in conjunction with a hydroperoxide and an alkanol having a functionality with a pair of electrons capable of accepting an oxygen atom. The resulting product is enriched in one enantiomer due to the enantioselective introduction of an asymmetric center or an enhanced rate of reaction of one of the enantiomers of a chiral alkanol.

摘要翻译： 提供了用于不对称地将氧原子给予一对电子以产生不对称产物的方法和组合物。 具体地说，使用金属醇盐作为催化剂，其中金属配位数至少为4，并且键合到金属的烷氧基中的至少一个，通常为2个与不对称碳原子键合。 金属催化剂与氢过氧化物和具有能够接受氧原子的一对电子的官能团的链烷醇结合使用。 由于对映选择性引入不对称中心或提高手性链烷醇的对映体之一的反应速率，所得产物富含一种对映异构体。

公开(公告)号：US07897819B2

公开(公告)日：2011-03-01

申请号：US12654825

申请日：2010-01-05

申请人： Tsutomu Katsuki ,  Kazufumi Omura ,  Tatsuya Uchida ,  Ryo Irie

发明人： Tsutomu Katsuki ,  Kazufumi Omura ,  Tatsuya Uchida ,  Ryo Irie

IPC分类号： C07C47/23 ,  C07C43/30

CPC分类号： C07C43/30 ,  C07B53/00 ,  C07C45/00 ,  C07C45/673 ,  C07C47/57 ,  C07C47/575 ,  C07C251/24 ,  C07C303/36 ,  C07C2601/10 ,  C07C2602/08 ,  C07D203/24 ,  C07D203/26 ,  C07F15/0053 ,  C07C311/20

摘要： This invention provides a method for producing an optically active aziridine compound or amine compound, which uses as a catalyst a Ru(salen)(CO) complex represented by the following formula (I) or its enantiomer having a high stability, in a high turnover number (TON) and a high enantioselectivity. In the formula (I), Ar is represented by the following formula (VI) or (VII), wherein in the formula (VI), Xs are independently a halogen or a halogenated alkyl group and R1 and R2s are independently hydrogen or an alkyl group or a trialkylsilyl group having a carbon number of 1-4, and in the formula (VII), R3 is a bulky group.

公开(公告)号：US07812184B2

公开(公告)日：2010-10-12

申请号：US11979815

申请日：2007-11-08

申请人： Shoichi Kondo ,  Kazuhiro Matsumoto ,  Yuji Sawada ,  Tsutomu Katsuki

发明人： Shoichi Kondo ,  Kazuhiro Matsumoto ,  Yuji Sawada ,  Tsutomu Katsuki

IPC分类号： C07D301/12

CPC分类号： C07C215/50 ,  C07C2601/14 ,  C07D301/12

摘要： [Problem] To provide a production method of optically active epoxy compound, and a complex used for the production method and a production method of the complex.[Means for solving the problem] The skeleton that is necessary for expressing a high catalyst activity of optically active titanium salan complex of formulae (1) and (1′) and the substituent that is useful therefor and the position of the substituent are identified, and it is found that optically active epoxy compounds can be produced with a high enantioselectivity and a high chemical yield compared with a case where the prior optically active titanium salan complex is used. The production method comprises subjecting a prochiral compound (formula (4), (5) or (6)) having carbon-carbon double bond in the molecule to asymmetric epoxidation to produce an optically active epoxy compound (formula (7), (8) or (9)). The present invention relates also to a complex used for the production method and a production method of the complex.

摘要翻译： [问题]提供光学活性环氧化合物的制备方法和复合体的制造方法和制造方法中使用的复合体。 [解决问题的手段]鉴定表达式（1）和（1'）的光学活性钛salan复合物和其有用的取代基的高催化剂活性所必需的骨架和取代基的位置， 并且发现与使用现有的光学活性钛砂复合物的情况相比，可以以高对映选择性和高化学产率制备光学活性环氧化合物。 该制造方法包括使分子中具有碳 - 碳双键的前手性化合物（式（4），（5）或（6））进行不对称环氧化反应，得到光学活性环氧化合物（式（7），（8） 或（9））。 本发明还涉及复合物的制造方法和制造方法中使用的复合体。

公开(公告)号：US20090099381A1

公开(公告)日：2009-04-16

申请号：US11918257

申请日：2006-03-20

申请人： Tsutomu Katsuki ,  Bunnai Saito

发明人： Tsutomu Katsuki ,  Bunnai Saito

IPC分类号： C07F9/38 ,  C07F5/06 ,  C07C251/24 ,  C07C249/02

CPC分类号： C07C251/24 ,  B01J31/1805 ,  B01J31/2213 ,  B01J2231/30 ,  B01J2531/0252 ,  B01J2531/31 ,  C07B53/00 ,  C07F9/3808 ,  C07F9/4006

摘要： The present invention relates to a production method capable of producing an optically active α-hydroxyphosphonic acid and its derivatives with sufficiently high enantioselectivity not only for aromatic aldehydes but also for aliphatic aldehydes, and more specifically to a method of producing an optically active α-hydroxyphosphonic acid and its derivatives, characterized in that an optically active aluminum(salalen) complex represented by any one of the following formulae (I), (I′), (II) and (II′): [wherein R1s are each alkyl group or aryl group independently; R2s are each alkyl group or aryl group independently; R3s are each alkyl group or aryl group independently, and two R3s may bond with each other to form a ring; R4s are each hydrogen atom, halogen atom, alkyl group, alkoxy group, nitro group, or cyano group independently; R5 is alkyl group; and X1 is halogen atom, alkyl group, alkoxy group, acetoxy group or toluenesulfonyloxy group] is used as a catalyst to asymmetrically hydrophosphonylate an aldehyde with phosphonic acid or its derivatives.

摘要翻译： 本发明涉及一种能够不仅对于芳族醛而且对于脂族醛产生具有足够高的对映体选择性的光学活性的α-羟基膦酸及其衍生物的制造方法，更具体地说，涉及一种制备光学活性的α-羟基膦酸 酸及其衍生物，其特征在于由下式（I），（I'），（II）和（II'）中的任何一种表示的光学活性铝（salalen）络合物：[其中R 1各自为烷基或 芳基独立; R2各自独立地为烷基或芳基; R3各自独立地为烷基或芳基，两个R 3可以彼此键合形成环; R4各自独立地为氢原子，卤素原子，烷基，烷氧基，硝基或氰基; R5是烷基; X 1为卤素原子，烷基，烷氧基，乙酰氧基或甲苯磺酰氧基]作为催化剂，用膦酸或其衍生物不对称地使膦酸化为醛。

公开(公告)号：US06784302B2

公开(公告)日：2004-08-31

申请号：US10405603

申请日：2003-04-03

申请人： Tsutomu Katsuki ,  Akira Watanabe ,  Tatsuya Uchida

发明人： Tsutomu Katsuki ,  Akira Watanabe ,  Tatsuya Uchida

IPC分类号： C07D30793

CPC分类号： C07D315/00 ,  C07F7/003

摘要： An optically active lactone compound is produced by using a Zr(salen) complex of the following formula (I) or its enantiomer as a catalyst and subjecting a cyclic ketone compound to a Baeyer-Villiger reaction with at least one oxidizer selected from hydrogen peroxide, aqueous hydrogen peroxide and urea-hydrogen peroxide adduct in a solvent: wherein Ar1 is an aryl group having a carbon number of 10 to 16 and Y is a phenoxy group or an alkoxy group having a carbon number of 1 to 10.

摘要翻译： 通过使用下述式（I）的Zr（salen）配合物或其对映异构体作为催化剂并使环酮化合物与Baeyer-Villiger反应与至少一种选自过氧化氢的氧化剂反应来制备光学活性的内酯化合物， 过氧化氢水溶液和脲 - 过氧化氢加合物，其中Ar 1是碳原子数为10〜16的芳基，Y为苯氧基或碳数为1〜10的烷氧基。

公开(公告)号：US08394974B2

公开(公告)日：2013-03-12

申请号：US12224941

申请日：2007-03-09

申请人： Shoichi Kondo ,  Kowichiro Saruhashi ,  Hisayuki Watanabe ,  Tsutomu Katsuki

发明人： Shoichi Kondo ,  Kowichiro Saruhashi ,  Hisayuki Watanabe ,  Tsutomu Katsuki

IPC分类号： C07D493/06 ,  C07D491/12

CPC分类号： C07D491/153 ,  C07B53/00 ,  C07D491/18 ,  C07D493/04 ,  C07D493/08

摘要： [PROBLEMS] To provide an efficient process for producing an optically active chromene oxide compound which is an important intermediate for a benzopyran compound effective in the treatment of arrhythmia.[MEANS FOR SOLVING PROBLEMS] The process for producing an optically active chromene oxide compound comprises using an optically active titanium complex represented by, e.g., the formula (1) or (2) as a catalyst to asymmetrically oxidize an optically active chromene compound with high enantioselectivity in high chemical yield.

摘要翻译： [问题]提供一种制备光活性色烯氧化物化合物的有效方法，该化合物是有效治疗心律失常的苯并吡喃化合物的重要中间体。 解决问题的方法光学活性染色苯乙烯化合物的制造方法包括使用由例如式（1）或（2）表示的光学活性钛络合物作为催化剂，以非对称地氧化具有高的光学活性的色烯化合物 高选择性的化学成分。