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1.发明申请Chiral phosphines, transition metal complexes thereof and uses thereof in asymmetric reactions 失效手性膦，其过渡金属络合物及其在不对称反应中的用途公开(公告)号：US20040167339A1
公开(公告)日：2004-08-26
申请号：US10775803
申请日：2004-02-10
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07F009/653
CPC classification number: B01J31/2409 , B01J31/1625 , B01J31/1658 , B01J31/24 , B01J31/2414 , B01J31/2457 , B01J31/249 , B01J2231/643 , B01J2231/645 , B01J2531/80 , B01J2531/822 , C07B53/00 , C07C231/18 , C07F9/5027 , C07F9/5537 , C07F9/572 , C07F9/6506 , C07F9/65515 , C07F9/6552 , C07F9/65522 , C07F9/6561 , C07F9/6596 , C07C233/05 , C07C233/13 , C07C233/18
Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include (R,S,S,R)-DIOP*. The ruthenium complex reduces enamide to the corresponding amine with up to 99% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation, hydride transfer, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, isomerization, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.
Abstract translation: 公开了基于用于不对称催化的这种手性配体的手性配体和过渡金属配合物。 手性配体包括（R，S，S，R）-DIOP *。 钌络合物将酰胺减少至相应的胺，具有高达99％的对映选择性。 手性配体的过渡金属络合物可用于不对称氢化，氢化物转移，氢化硅烷化，氢化，氢化，加氢甲酰化，加氢羧化，异构化，烯丙基烷基化，环丙烷化，狄尔斯 - 阿尔德反应，Heck反应，异构化，醛醇反应 ，迈克尔加成和环氧化反应。
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2.发明申请Transition metal-catalyzed reactions based on chiral amine oxazolinyl ligands 失效基于手性胺恶唑啉配体的过渡金属催化反应公开(公告)号：US20010044546A1
公开(公告)日：2001-11-22
申请号：US09848227
申请日：2001-05-04
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07D263/10
CPC classification number: C07D263/62 , B01J31/1815 , B01J31/2404 , B01J2231/321 , B01J2231/323 , B01J2231/325 , B01J2231/326 , B01J2231/342 , B01J2231/348 , B01J2231/4261 , B01J2231/44 , B01J2231/643 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , C07B53/00 , C07B2200/07 , C07C29/143 , C07C45/002 , C07C45/505 , C07C45/72 , C07C45/74 , C07C2602/10 , C07D263/10 , C07C33/22 , C07C33/46 , C07C33/18 , C07C35/36
Abstract: The invention is drawn to novel transition metal catalysts for the practical synthesis of important chiral molecules. The transition metal catalysts comprise chiral ligands based on chiral amine oxazolinyl ligands. The invention includes methods of making the catalysts, and methods of performing reactions using the catalysts.
Abstract translation: 本发明涉及用于实际合成重要手性分子的新型过渡金属催化剂。 过渡金属催化剂包含基于手性胺恶唑啉基配体的手性配体。 本发明包括制备催化剂的方法，以及使用该催化剂进行反应的方法。
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3.发明申请P-chiral phospholanes and phosphocyclic compounds and their use in asymmetric catalytic reactions 有权P-手性磷脂和磷酸环化合物及其在不对称催化反应中的应用公开(公告)号：US20040229846A1
公开(公告)日：2004-11-18
申请号：US10856014
申请日：2004-05-28
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang , Wenjun Tang
IPC: A61K031/675 , A61K031/4741 , A61K031/407 , C07D495/02
CPC classification number: C07C45/505 , C07B31/00 , C07B53/00 , C07B2200/07 , C07C5/333 , C07C41/20 , C07C45/69 , C07C45/72 , C07C51/36 , C07C67/283 , C07C67/303 , C07C231/18 , C07C2531/24 , C07D217/04 , C07D307/42 , C07D333/24 , C07F1/005 , C07F7/003 , C07F9/005 , C07F9/65683 , C07F9/6571 , C07F11/005 , C07F13/005 , C07F15/0033 , C07F15/004 , C07F15/0046 , C07F15/0053 , C07F15/006 , C07F15/0066 , C07F15/0073 , C07F15/008 , C07F15/0086 , C07F15/0093 , C07F15/04 , C07F15/045 , C07F17/02 , C07C15/12 , C07C55/02 , C07C69/007 , C07C69/616 , C07C69/612 , C07C69/734 , C07C69/34 , C07C69/65 , C07C233/47 , C07C69/157 , C07C43/205
Abstract: Chiral ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes according to the present invention are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition; epoxidation, kinetic resolution and nullmnullnnull cycloaddition. Processes for the preparation of the ligands are also described.
Abstract translation: 公开了基于用于不对称催化的这种手性配体的手性配体和金属络合物。 根据本发明的金属络合物可用作不对称反应中的催化剂，例如氢化，氢化物转移，烯丙基烷基化，氢化硅烷化，氢硼化，氢化乙烯化，加氢甲酰化，烯烃复分解，加氢羧化，异构化，环丙烷化，Diels-Alder反应，Heck 反应异构化，醛醇反应，迈克尔加成; 环氧化，动力学拆分和[m + n]环加成。 还描述了制备配体的方法。
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公开(公告)号：US20010047113A1
公开(公告)日：2001-11-29
申请号：US09878417
申请日：2001-06-12
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07F009/28
CPC classification number: C07B53/00 , B01J31/0244 , B01J31/185 , B01J31/1875 , B01J31/2414 , B01J31/2457 , B01J31/2466 , B01J31/2476 , B01J31/248 , B01J31/2485 , B01J31/249 , B01J31/26 , B01J2231/32 , B01J2231/643 , B01J2231/645 , B01J2531/0205 , B01J2531/80 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , B01J2531/828 , B01J2531/842 , C07B2200/07 , C07C29/145 , C07C41/26 , C07C45/505 , C07C231/18 , C07F9/46 , C07F9/5027 , C07F9/572 , C07F9/59 , C07F9/6561 , C07F9/65683 , C07F9/65746 , C07F15/004 , C07F15/0053 , C07F15/0066 , C07F15/008 , C07F15/045 , C07C33/22 , C07C33/20 , C07C43/23 , C07C33/18 , C07C31/125 , C07C31/12 , C07C31/1355
Abstract: This invention is to develop novel transition metal catalysts for the practical synthesis of important chiral molecules. The invention emphasizes asymmetric catalysis based on chiral bidentate phosphine ligands with cyclic ring structures which could be used to restrict conformational flexibility of the ligands and thus the efficiency of chiral transfer can be enhanced through the ligand rigidity.
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公开(公告)号：US20040242889A1
公开(公告)日：2004-12-02
申请号：US10855103
申请日：2004-05-27
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang , Wenjun Tang
IPC: C07D211/92 , C07C229/28
CPC classification number: C07D207/277 , C07C227/32 , C07C229/48
Abstract: Cyclic null-(acylamino)acrylate derivatives were hydrogenated using Ru-chiral phosphine ligand catalysts and thereafter converted to the corresponding cyclic null-aminoacids in high yield and enantioselectivity according to the reaction scheme: 1
Abstract translation: 使用Ru-手性膦配体催化剂氢化环状β-（酰氨基）丙烯酸酯衍生物，然后根据反应方案以高产率和对映选择性转化成相应的环状β-氨基酸：
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Patent Agency Ranking
6.发明申请Ortho substituted chiral phosphines and phosphinites and their use in asymmetric catalytic reactions 失效正交取代的手性膦和次膦酸盐及其在不对称催化反应中的应用公开(公告)号：US20020128501A1
公开(公告)日：2002-09-12
申请号：US09991261
申请日：2001-11-16
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07F009/02
CPC classification number: C07F9/65848 , B01J31/1875 , B01J31/2409 , B01J31/2452 , B01J2231/643 , B01J2231/645 , B01J2531/0266 , B01J2531/821 , B01J2531/822 , C07B53/00 , C07B2200/07 , C07C45/505 , C07C45/72 , C07C67/303 , C07C67/343 , C07C231/18 , C07C2602/08 , C07C2602/10 , C07F9/46 , C07F9/4875 , C07F9/4883 , C07F9/5027 , C07F9/645 , C07F9/65517 , C07F9/65522 , C07F9/65527 , C07F9/65719 , C07F9/65744 , C07C69/675 , C07C69/732 , C07C69/618 , C07C233/05 , C07C233/06 , C07C233/47
Abstract: 3,3null-Substituted chiral biaryl phosphine and phosphinite ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition, epoxidation, kinetic resolution and nullmnullnnull cycloaddition. The metal complexes are particularly effective in Ru-catalyzed asymmetric hydrogenation of beta-ketoesters to beta-hydroxyesters and Ru-catalyzed asymmetric hydrogenation of enamides to beta amino acids.
Abstract translation: 公开了基于用于不对称催化的这种手性配体的3,3'-取代的手性联芳基膦和膦配体和金属络合物。 金属络合物可用作不对称反应中的催化剂，例如氢化，氢化物转移，烯丙基烷基化，氢化硅烷化，氢化，加氢乙烯化，加氢甲酰化，烯烃复分解，加氢羧化，异构化，环丙烷化，Diels-Alder反应，Heck反应，异构化， 反应，迈克尔加成，环氧化，动力学拆分和[m + n]环加成。 金属络合物在Ru催化的β-酮酯对β-羟基酯的不对称氢化和Ru催化的不对称氢化烯酰胺到β氨基酸中是特别有效的。
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7.发明申请公开(公告)号：US20030163003A1
公开(公告)日：2003-08-28
申请号：US10319093
申请日：2002-12-13
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang , Dengming Xiao
IPC: C07C29/52 , C07F009/28 , C07F009/02 , C07F015/00
CPC classification number: C07C45/505 , B01J31/2419 , B01J2231/643 , B01J2531/0266 , B01J2531/46 , B01J2531/56 , B01J2531/66 , B01J2531/72 , B01J2531/74 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , B01J2531/828 , B01J2531/847 , C07B53/00 , C07C39/17 , C07C45/69 , C07C45/72 , C07C209/52 , C07D213/04 , C07F9/005 , C07F9/5027 , C07F9/58 , C07F9/60 , C07F9/65683 , C07F11/005 , C07F13/005 , C07F15/0033 , C07F15/004 , C07F15/0046 , C07F15/0053 , C07F15/006 , C07F15/0066 , C07F15/0073 , C07F15/008 , C07F15/0086 , C07F15/0093 , C07F17/02
Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include phospholanes, P,N ligands, N,N ligands, biphenols, and chelating phosphines. The ferrocene-based irridium (R,R)-f-binaphane complex reduces imines to the corresponding amines with 95-99.6% enantioselectivity and reduces null-substituted-null-arylenamides with 95% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation of imines, asymmetric hydride transfer reactions, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.
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公开(公告)号：US20030040629A1
公开(公告)日：2003-02-27
申请号：US09992551
申请日：2001-11-06
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07F009/653 , C07F009/547
CPC classification number: C07F17/02 , B01J31/1658 , B01J31/2295 , B01J31/2423 , B01J31/2433 , B01J31/2466 , B01J31/2476 , B01J2231/323 , B01J2231/324 , B01J2231/342 , B01J2231/348 , B01J2231/4205 , B01J2231/4261 , B01J2231/643 , B01J2231/645 , B01J2531/0205 , B01J2531/0266 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , B01J2531/842 , B01J2531/847 , C07B53/00 , C07C45/505 , C07F9/65683 , C07F9/65719 , C07F15/0006 , C07F15/0033 , C07F15/0046 , C07F15/006 , C07F15/0073 , C07F15/04
Abstract: Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
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9.发明申请公开(公告)号：US20020091280A1
公开(公告)日：2002-07-11
申请号：US09781083
申请日：2001-02-09
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07C005/03 , B01J031/22 , C07F017/02
CPC classification number: B01J31/2409 , B01J23/40 , B01J23/462 , B01J23/50 , B01J23/745 , B01J23/8906 , B01J31/1805 , B01J31/181 , B01J31/2208 , B01J31/2295 , B01J31/24 , B01J31/2471 , B01J2231/324 , B01J2231/44 , B01J2231/643 , B01J2531/0241 , B01J2531/0266 , B01J2531/16 , B01J2531/17 , B01J2531/46 , B01J2531/56 , B01J2531/64 , B01J2531/72 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , B01J2531/828 , B01J2531/842 , B01J2531/847 , C07C29/145 , C07C45/505 , C07C45/72 , C07C2601/14 , C07C2602/10 , C07F17/02 , C07C33/22 , C07C33/20 , C07C33/18 , C07C35/23 , C07C31/12 , C07C33/14
Abstract: Ferrocene anchored chiral ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes according to the present invention are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition; epoxidation, kinetic resolution and nullmnullnnull cycloaddition. The new ligands are effective for asymmetric Pd-catalyzed allylic alkylation reactions and Ag-catalyzed null3null2null cyclization of azomethine ylides.
Abstract translation: 公开了基于用于不对称催化的这种手性配体的二茂铁锚定的手性配体和金属络合物。 根据本发明的金属络合物可用作不对称反应中的催化剂，例如氢化，氢化物转移，烯丙基烷基化，氢化硅烷化，氢硼化，氢化乙烯化，加氢甲酰化，烯烃复分解，加氢羧化，异构化，环丙烷化，狄尔斯 - 阿尔德反应 反应异构化，醛醇反应，迈克尔加成; 环氧化，动力学拆分和[m + n]环加成。 新配体对于不对称Pd催化的烯丙基烷基化反应和偶氮甲基内鎓盐的Ag催化的[3 + 2]环化是有效的。
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公开(公告)号：US20040176618A1
公开(公告)日：2004-09-09
申请号：US10791320
申请日：2004-03-02
Applicant: The Penn State Research Foundation
Inventor： Xumu Zhang
IPC: C07F009/02 , C07F009/28
CPC classification number: C07F17/02 , B01J31/1658 , B01J31/2295 , B01J31/2423 , B01J31/2433 , B01J31/2466 , B01J31/2476 , B01J2231/323 , B01J2231/324 , B01J2231/342 , B01J2231/348 , B01J2231/4205 , B01J2231/4261 , B01J2231/643 , B01J2231/645 , B01J2531/0205 , B01J2531/0266 , B01J2531/821 , B01J2531/822 , B01J2531/824 , B01J2531/827 , B01J2531/842 , B01J2531/847 , C07B53/00 , C07C45/505 , C07F9/65683 , C07F9/65719 , C07F15/0006 , C07F15/0033 , C07F15/0046 , C07F15/006 , C07F15/0073 , C07F15/04
Abstract: Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
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