DE69220061T2 - Herstellung von chiralen phospholanen aus chiralen zyklischen sulfaten von 1,4-diolen - Google Patents
Herstellung von chiralen phospholanen aus chiralen zyklischen sulfaten von 1,4-diolenInfo
- Publication number
- DE69220061T2 DE69220061T2 DE69220061T DE69220061T DE69220061T2 DE 69220061 T2 DE69220061 T2 DE 69220061T2 DE 69220061 T DE69220061 T DE 69220061T DE 69220061 T DE69220061 T DE 69220061T DE 69220061 T2 DE69220061 T2 DE 69220061T2
- Authority
- DE
- Germany
- Prior art keywords
- chiral
- dioles
- production
- phospholanes
- cyclic sulfates
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000004850 phospholanes Chemical class 0.000 title 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 title 1
- -1 1,4-diol cyclic sulfates Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- GWLJTAJEHRYMCA-UHFFFAOYSA-N phospholane Chemical compound C1CCPC1 GWLJTAJEHRYMCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds
- C07F15/0053—Ruthenium compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/10—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms two oxygen atoms and one sulfur atom, e.g. cyclic sulfates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0073—Rhodium compounds
- C07F15/008—Rhodium compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5022—Aromatic phosphines (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5027—Polyphosphines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
- C07F9/65683—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/725,121 US5171892A (en) | 1991-07-02 | 1991-07-02 | Chiral phospholanes via chiral 1,4-diol cyclic sulfates |
PCT/US1992/005440 WO1993001199A1 (en) | 1991-07-02 | 1992-07-02 | Chiral phospholanes via chiral 1,4-diol cyclic sulfates |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69220061D1 DE69220061D1 (de) | 1997-07-03 |
DE69220061T2 true DE69220061T2 (de) | 1997-09-11 |
Family
ID=24913242
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69220061T Expired - Lifetime DE69220061T2 (de) | 1991-07-02 | 1992-07-02 | Herstellung von chiralen phospholanen aus chiralen zyklischen sulfaten von 1,4-diolen |
Country Status (9)
Country | Link |
---|---|
US (7) | US5171892A (de) |
EP (1) | EP0592552B1 (de) |
JP (1) | JPH06508848A (de) |
AT (1) | ATE153667T1 (de) |
CA (1) | CA2112258C (de) |
DE (1) | DE69220061T2 (de) |
ES (1) | ES2103953T3 (de) |
HK (1) | HK1001060A1 (de) |
WO (1) | WO1993001199A1 (de) |
Families Citing this family (63)
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US5274183A (en) * | 1990-12-17 | 1993-12-28 | Hoechst Aktiengesellschaft | Water-soluble sulfonated diphosphines |
US5258553A (en) * | 1991-04-26 | 1993-11-02 | E. I. Dupont De Nemours And Company | Chiral tridentate bis(phospholane) ligands |
US5171892A (en) * | 1991-07-02 | 1992-12-15 | E. I. Du Pont De Nemours And Company | Chiral phospholanes via chiral 1,4-diol cyclic sulfates |
US5250731A (en) * | 1992-03-17 | 1993-10-05 | E. I. Du Pont De Nemours And Company | Preparation of optically active hydrazines and amines |
DE4215731A1 (de) * | 1992-05-13 | 1993-11-18 | Rene P Schmid | Verfahren zum Errichten von Betonwänden mittels Verschalungen sowie Vorrichtung und Mittel zur Durchführung dieses Verfahrens |
EP0684230B1 (de) * | 1993-03-12 | 2002-07-03 | Takasago International Corporation | 4-(R)-1'-Formylethyl Azetidin-2-on-Derivate |
JP3313805B2 (ja) * | 1993-03-12 | 2002-08-12 | 高砂香料工業株式会社 | ホスフィン化合物およびこれを配位子とする遷移金属−ホスフィン錯体 |
HUT71109A (en) * | 1993-04-20 | 1995-11-28 | Lonza Ag | Process for preparing optical active furoimidazole derivatives by asymmetric hydrogenation |
CA2122511A1 (en) * | 1993-05-14 | 1994-11-15 | John Mcgarrity | Asymmetric hydrogenation of furoimidazole derivatives |
US5332846A (en) * | 1993-06-01 | 1994-07-26 | Eastman Kodak Company | Hydroformylation process using novel phosphine-rhodium catalyst system |
DE4333307A1 (de) * | 1993-09-30 | 1995-04-06 | Hoechst Ag | Cyclische Verbindungen des dreiwertigen Phosphors |
BE1008343A3 (nl) * | 1994-05-06 | 1996-04-02 | Dsm Nv | Bidentaat fosfineligand |
DE4422672A1 (de) * | 1994-06-30 | 1996-01-04 | Hoechst Ag | Halogenierte Biphenyl-2,2'-diyl-bis-diphenylphosphine, ihre Herstellung und ihre Verwendung |
US5543559A (en) | 1994-07-07 | 1996-08-06 | Hoffman-La Roche Inc. | Process for the enantioselective hydrogenation of ketosiophorone derivatives |
ES2158147T3 (es) * | 1994-12-28 | 2001-09-01 | Rhodia Chimie Sa | Difosfinas opticamente activas, y su preparacion por desdoblamiento de mezclas racemicas. |
US5521281A (en) * | 1995-04-18 | 1996-05-28 | The Penn State Research Foundation | Substantially isotactic, linear, alternating copolymers of carbon monoxide and an olefin |
CA2226752C (en) * | 1995-07-13 | 2002-02-19 | The Dupont Merck Pharmaceutical Company | A novel asymmetric synthesis of r and s warfarin and its analogs |
ZA965853B (en) * | 1995-07-13 | 1998-01-12 | Du Pont Merck Pharma | Asymmetric synthesis of r and s warfarin and its analogs. |
IL127397A (en) * | 1996-06-14 | 2001-12-23 | Penn State Res Found | Cyclic Cyrillic Ligands of Phosphine |
BR9710188A (pt) * | 1996-07-15 | 2000-01-11 | Chirotech Technology Ltd | Ligantes para catálise assimétrica. |
WO1998030569A1 (en) * | 1997-01-13 | 1998-07-16 | The Penn State Research Foundation | Asymmetric synthesis and catalysis with chiral heterocyclic compounds |
US6207868B1 (en) | 1997-06-13 | 2001-03-27 | The Penn State Research Foundation | Asymmetric synthesis catalyzed by transition metal complexes with chiral ligands |
DE19725796A1 (de) * | 1997-06-18 | 1998-12-24 | Basf Ag | Herstellung optisch aktiver Phospholane, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese |
WO1999001453A1 (en) * | 1997-07-02 | 1999-01-14 | F. Hoffmann-La Roche Ag | A process for the manufacture of optically active chromanylpyridine derivatives |
US6545183B1 (en) * | 1997-11-07 | 2003-04-08 | Chirotech Technology Limited | Process for preparing cyclic phosphines |
US6207853B1 (en) | 1998-02-20 | 2001-03-27 | Chirotech Technology, Inc. | Homogeneous asymmetric hydrogenation using phosphine ligands of transition metals |
WO1999059721A1 (en) | 1998-05-18 | 1999-11-25 | The Penn State Research Foundation | Catalytic asymmetric hydrogenation, hydroformylation, and hydrovinylation via transition metal catalysts with phosphines and phosphites |
EP0965574B1 (de) * | 1998-06-19 | 2004-10-13 | Degussa AG | Verfahren zur enantioselektiven Hydrierung |
EP0967015B1 (de) * | 1998-06-19 | 2005-01-12 | Degussa AG | Verwendung von Ferrocenylliganden zur katalytischen enantioselektiven Hydrierung |
EP0974590A1 (de) * | 1998-07-13 | 2000-01-26 | F. Hoffmann-La Roche Ag | Verfahren zur Herstellung chiraler Lactone durch asymetrische Hydrogenierung |
US6222039B1 (en) | 1998-07-13 | 2001-04-24 | Hoffman-La Roche Inc. | Process for the preparation of chiral lactones |
US6727377B2 (en) * | 1998-08-21 | 2004-04-27 | The Penn State Research Foundation | Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes |
US6337406B1 (en) | 1998-08-21 | 2002-01-08 | The Penn State Research Foundation | Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes |
DE19840279A1 (de) * | 1998-09-04 | 2000-03-09 | Studiengesellschaft Kohle Mbh | Neue chirale Diphosphonite auf Ferrocenbasis für die asymmetrische Katalyse |
EP1127061B1 (de) | 1998-11-05 | 2003-03-05 | Chirotech Technology Limited | Chirale ligande für asymmetrische katalysis |
ES2185582T3 (es) | 1999-03-18 | 2003-05-01 | Upjohn Co | Procedimiento mejorado de hidrogenacion asimetrica. |
ATE309186T1 (de) | 1999-08-23 | 2005-11-15 | Penn State Res Found | Chirale liganden, ihre übergangsmetallkomplexe und die anwendung dieser in asymmetrischen reaktionen |
WO2001027690A2 (en) * | 1999-10-11 | 2001-04-19 | University College Dublin | Electrochromic device |
DK1250311T3 (da) * | 2000-01-27 | 2004-08-16 | Warner Lambert Co | Asymmetrisk syntese af pregabalin |
GB0004297D0 (en) | 2000-02-23 | 2000-04-12 | Ucb Sa | 2-oxo-1 pyrrolidine derivatives process for preparing them and their uses |
US6247886B1 (en) | 2000-05-09 | 2001-06-19 | Deere & Company | Unloader tube upper pivot support mechanism |
US6777567B2 (en) * | 2000-07-03 | 2004-08-17 | Solvias Ag | Ferrocenyl diphosphines and their use |
US6362354B1 (en) * | 2000-11-17 | 2002-03-26 | E. I. Du Pont De Nemours And Company | Phosphonite ligands, catalyst compositions and hydroformylation process utilizing same |
CA2428778A1 (en) * | 2000-12-13 | 2002-06-20 | Warner-Lambert Company Llc | P-chirale bisphospholane ligands, their transition metal complexes |
CN1095470C (zh) * | 2000-12-19 | 2002-12-04 | 中国科学院上海有机化学研究所 | 一种具有多种手性中心的二茂铁噁唑啉膦配件、合成方法及用途 |
JP4226847B2 (ja) | 2001-07-24 | 2009-02-18 | 高砂香料工業株式会社 | ホスフィン−ホスホラン化合物と遷移金属とを含有する遷移金属錯体の存在下、α,β−不飽和アミド誘導体から光学活性アミド類を製造する方法。 |
JP4005801B2 (ja) | 2001-12-10 | 2007-11-14 | 高砂香料工業株式会社 | 新規なホスフィン配位子 |
JP4005800B2 (ja) | 2001-12-10 | 2007-11-14 | 高砂香料工業株式会社 | 新規不斉ホスフィン配位子 |
JP4013217B2 (ja) | 2002-01-31 | 2007-11-28 | 高砂香料工業株式会社 | 新規なホスフィン化合物、その化合物を配位子とする遷移金属錯体並びに該錯体を含む不斉合成用触媒。 |
US6900352B1 (en) | 2002-02-25 | 2005-05-31 | Advanced Syntech, Llc | Six-membered chiral phosphine ligands |
ITMI20020415A1 (it) * | 2002-03-01 | 2003-09-01 | Chemi Spa | Catalizzatori metallici per reazione chemo- regio- stereo-selettive erelativi precursori |
JP2005529868A (ja) * | 2002-04-04 | 2005-10-06 | デグサ アクチエンゲゼルシャフト | 二座配位子としてのビスホスフィン |
SI1511472T1 (sl) * | 2002-05-29 | 2009-08-31 | Merck & Co Inc | Spojine uporabne pri zdravljenju antraksa in inhibiranju letalnega faktorja |
JP4231274B2 (ja) * | 2002-11-12 | 2009-02-25 | 高砂香料工業株式会社 | ホスフィン化合物、該化合物を配位子とする遷移金属錯体及び該錯体を含む不斉合成用触媒 |
JP2007512222A (ja) * | 2003-11-27 | 2007-05-17 | 高砂香料工業株式会社 | 光学活性3−(4−ヒドロキシフェニル)プロピオン酸類の製造方法 |
CN1950354A (zh) * | 2004-05-11 | 2007-04-18 | 默克公司 | N-磺酰化-氨基酸衍生物的制备方法 |
US20100003276A1 (en) * | 2004-12-07 | 2010-01-07 | Hermes Jeffery D | Methods for treating anthrax and inhibiting lethal factor |
DE102005036340A1 (de) * | 2005-07-29 | 2007-02-01 | Basf Ag | Verfahren zur Herstellung optisch aktiver Bis-Phosphinylalkane |
TW200728315A (en) | 2005-12-06 | 2007-08-01 | Nippon Chemical Ind | Phosphorus transition-metal complex, method of producing the same, and anticancer agent forming the same |
GB0614338D0 (en) * | 2006-07-19 | 2006-08-30 | Acal Energy Ltd | Fuel cells |
EP1975170B9 (de) | 2007-03-26 | 2011-11-02 | Daiichi Fine Chemical Co., Ltd. | Bisphosphin-Liganden für asymmetrische Synthesen |
US8247526B2 (en) | 2010-12-20 | 2012-08-21 | E I Du Pont De Nemours And Company | Process for the preparation of polyalkylene ether glycol |
CN105949248B (zh) * | 2016-05-26 | 2018-08-07 | 河南省科学院化学研究所有限公司 | Josiphos类手性二茂铁膦配体的合成方法 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
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GB944406A (en) * | 1959-07-15 | 1963-12-11 | Aspro Nicholas Ltd | New cyclic sulphurous and sulphuric esters and methods of preparing the same |
US4724101A (en) * | 1981-11-09 | 1988-02-09 | The Dow Chemical Company | Metal chelates of polymeric ferrocenes |
US4536589A (en) * | 1981-11-09 | 1985-08-20 | The Dow Chemical Company | Polymers of ferrocene |
FR2628423B1 (fr) * | 1988-03-08 | 1991-09-13 | Rhone Poulenc Sante | Procede de preparation de sulfates cycliques |
FR2631340B1 (fr) * | 1988-05-16 | 1990-07-27 | Rhone Poulenc Sante | Procede de preparation de sulfates cycliques |
JP2736801B2 (ja) * | 1989-04-14 | 1998-04-02 | 日本農薬株式会社 | ハロゲン化芳香族化合物のフッ素化方法 |
US5021131A (en) * | 1990-05-17 | 1991-06-04 | E. I. Du Pont De Nemours And Company | Optically pure 1,4-diols |
US5008457A (en) * | 1990-05-17 | 1991-04-16 | E. I. Du Pont De Nemours And Company | Chiral phospholane transition metal catalysts |
US5171892A (en) * | 1991-07-02 | 1992-12-15 | E. I. Du Pont De Nemours And Company | Chiral phospholanes via chiral 1,4-diol cyclic sulfates |
DE59309554D1 (de) * | 1992-04-02 | 1999-06-10 | Novartis Ag | Ferrocenyldiphosphine als Liganden für homogene Katalysatoren |
DE59410267D1 (de) * | 1993-02-26 | 2003-05-15 | Syngenta Participations Ag | Ferrocenyldiphosphine als Liganden für homogene Katalysatoren |
-
1991
- 1991-07-02 US US07/725,121 patent/US5171892A/en not_active Expired - Lifetime
-
1992
- 1992-07-02 CA CA002112258A patent/CA2112258C/en not_active Expired - Lifetime
- 1992-07-02 DE DE69220061T patent/DE69220061T2/de not_active Expired - Lifetime
- 1992-07-02 ES ES92914790T patent/ES2103953T3/es not_active Expired - Lifetime
- 1992-07-02 EP EP92914790A patent/EP0592552B1/de not_active Expired - Lifetime
- 1992-07-02 JP JP5502264A patent/JPH06508848A/ja active Pending
- 1992-07-02 WO PCT/US1992/005440 patent/WO1993001199A1/en active IP Right Grant
- 1992-07-02 AT AT92914790T patent/ATE153667T1/de not_active IP Right Cessation
- 1992-07-27 US US07/978,215 patent/US5329015A/en not_active Expired - Lifetime
-
1994
- 1994-04-04 US US08/222,750 patent/US5386061A/en not_active Expired - Lifetime
-
1995
- 1995-05-24 US US08/449,439 patent/US5596114A/en not_active Expired - Lifetime
- 1995-05-24 US US08/449,861 patent/US5532395A/en not_active Expired - Lifetime
- 1995-05-24 US US08/448,813 patent/US5565593A/en not_active Expired - Lifetime
- 1995-05-24 US US08/449,181 patent/US5559267A/en not_active Expired - Lifetime
-
1998
- 1998-01-10 HK HK98100194A patent/HK1001060A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
US5559267A (en) | 1996-09-24 |
ATE153667T1 (de) | 1997-06-15 |
US5565593A (en) | 1996-10-15 |
US5596114A (en) | 1997-01-21 |
US5329015A (en) | 1994-07-12 |
DE69220061D1 (de) | 1997-07-03 |
CA2112258C (en) | 2003-11-11 |
HK1001060A1 (en) | 1998-05-22 |
CA2112258A1 (en) | 1993-01-21 |
ES2103953T3 (es) | 1997-10-01 |
US5386061A (en) | 1995-01-31 |
US5532395A (en) | 1996-07-02 |
US5171892A (en) | 1992-12-15 |
EP0592552A1 (de) | 1994-04-20 |
JPH06508848A (ja) | 1994-10-06 |
WO1993001199A1 (en) | 1993-01-21 |
EP0592552B1 (de) | 1997-05-28 |
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