DD235190A5 - Verwendung von rhodiumkomplexen zur hydrierung von alpha-acylamine-acrylsaeuren - Google Patents

Verwendung von rhodiumkomplexen zur hydrierung von alpha-acylamine-acrylsaeuren Download PDF

Info

Publication number
DD235190A5
DD235190A5 DD85272830A DD27283085A DD235190A5 DD 235190 A5 DD235190 A5 DD 235190A5 DD 85272830 A DD85272830 A DD 85272830A DD 27283085 A DD27283085 A DD 27283085A DD 235190 A5 DD235190 A5 DD 235190A5
Authority
DD
German Democratic Republic
Prior art keywords
hydrogenation
pyrrolidine
bis
mmol
diphenylphosphino
Prior art date
Application number
DD85272830A
Other languages
German (de)
English (en)
Inventor
Wolfgang Beck
Ulrich Nagel
Original Assignee
������@������������k��
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by ������@������������k�� filed Critical ������@������������k��
Publication of DD235190A5 publication Critical patent/DD235190A5/de

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/416—2,5-Pyrrolidine-diones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B01J31/2414—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58—Radicals substituted by nitrogen atoms
    • 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
    • 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyrrole Compounds (AREA)
DD85272830A 1984-01-31 1985-01-29 Verwendung von rhodiumkomplexen zur hydrierung von alpha-acylamine-acrylsaeuren DD235190A5 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843403194 DE3403194A1 (de) 1984-01-31 1984-01-31 Optisch aktive 3,4-bis-(diphenylphosphino)-pyrrolidine, diese als chirale liganden enthaltende rhodiumkomplexe und deren verwendung

Publications (1)

Publication Number Publication Date
DD235190A5 true DD235190A5 (de) 1986-04-30

Family

ID=6226312

Family Applications (1)

Application Number Title Priority Date Filing Date
DD85272830A DD235190A5 (de) 1984-01-31 1985-01-29 Verwendung von rhodiumkomplexen zur hydrierung von alpha-acylamine-acrylsaeuren

Country Status (9)

Country Link
US (1) US4634775A (ja)
EP (1) EP0151282B1 (ja)
JP (1) JPS60185793A (ja)
AT (1) ATE37031T1 (ja)
BR (1) BR8500437A (ja)
CA (1) CA1238913A (ja)
DD (1) DD235190A5 (ja)
DE (2) DE3403194A1 (ja)
ES (1) ES8603906A1 (ja)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3446303A1 (de) * 1984-12-19 1986-06-19 Degussa Ag, 6000 Frankfurt Verfahren zur herstellung von optisch aktivem 1-benzyl-3,4-bis-(diphenylphosphino)-pyrrolidin
US4793949A (en) * 1985-10-15 1988-12-27 University Of Southern Mississippi New vinyl monomers capable of forming side-chain liquid crystalline polymers and the resulting polymers
US4879398A (en) * 1987-12-31 1989-11-07 Monsanto Company Process for producing 2,6-disubstituted tyrosine
DE3818435A1 (de) * 1988-02-19 1989-08-31 Hoechst Ag Optisch aktive rhodiumkomplexe von 3,4-bis(diarylphosphino)-pyrrolidinen und ihre verwendung zur herstellung von phosphinothricin durch asymmetrische hydrierung
DE4001019A1 (de) * 1990-01-16 1991-07-18 Degussa Verfahren zur asymmetrischen hydrierung von (alpha)-ketocarbonylverbindungen zu optisch aktiven (alpha)-hydroxycarbonylverbindungen
US5274125A (en) * 1991-03-15 1993-12-28 Hoffmann-La Roche Inc. Chirale phosphines
ES2097238T3 (es) * 1991-05-03 1997-04-01 Hoechst Ag Nuevas difosfinas homoquirales.
US6004956A (en) * 1992-01-10 1999-12-21 Bayer Aktiengesellschaft Enantiomerically pure 2-oxa-5,8-dizaabicyclo[4.3.0] nonanes and process for their preparation
DE4200415A1 (de) * 1992-01-10 1993-07-15 Bayer Ag Enantiomerenreine 2-oxa-5,8-diazabicyclo(4.3.0)nonane sowie verfahren zu ihrer herstellung
CA2121308C (en) * 1993-04-19 2001-07-24 Toshihiro Omatsu Rhodium-containing catalyst
IT1270082B (it) 1994-07-12 1997-04-28 Univ Degli Studi Milano Difosfine eteroaromatiche come leganti chirali, complessi tra dette difosfine e metalli di transizione ed impiego di detti complessi come catalizzatori chirali
DE4425071C2 (de) 1994-07-15 1996-08-29 Degussa Verfahren zur Herstellung optisch aktiver Pyrrolidine mit hoher Enantiomerenreinheit
DE19516968A1 (de) * 1995-05-12 1996-11-14 Basf Ag Optisch aktive Phosphine, deren Herstellung, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese
DE19622271A1 (de) * 1996-06-03 1997-12-04 Basf Ag Chirale Verbindungen
DE19725796A1 (de) * 1997-06-18 1998-12-24 Basf Ag Herstellung optisch aktiver Phospholane, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese
DE19725643A1 (de) * 1997-06-18 1998-12-24 Basf Ag Optisch aktive Diphosphinliganden
DE10002976A1 (de) 2000-01-24 2001-07-26 Degussa Molekulargewichtsvergrößerte Liganden für asymmetrische homogen lösliche Hydrierkatalysatoren, Verfahren zu deren Herstellung und Verwendung
DE10002973A1 (de) 2000-01-24 2001-07-26 Degussa Polymere Diphosphinliganden für homogen lösliche Hydrierkatalysatoren, Verfahren zu deren Herstellung und Verwendung
KR100476584B1 (ko) * 2002-07-05 2005-03-17 한국과학기술연구원 비대칭 알릴 치환반응에 유용한 키랄피롤리디닐(비스포스피노다이아미드) 유도체
US20050101813A1 (en) * 2003-09-08 2005-05-12 Degussa Ag, Molecular weight-enlarged ligands for asymmetric, homogeneously soluble hydrogenation catalysts, process for the production thereof and use

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4343741A (en) * 1981-04-22 1982-08-10 Hoffmann-La Roche Inc. Chiral phosphines

Also Published As

Publication number Publication date
ES538269A0 (es) 1986-01-01
US4634775A (en) 1987-01-06
DE3403194A1 (de) 1985-08-01
ES8603906A1 (es) 1986-01-01
BR8500437A (pt) 1985-09-10
JPH0314318B2 (ja) 1991-02-26
ATE37031T1 (de) 1988-09-15
EP0151282A1 (de) 1985-08-14
JPS60185793A (ja) 1985-09-21
EP0151282B1 (de) 1988-09-07
CA1238913A (en) 1988-07-05
DE3473879D1 (en) 1988-10-13

Similar Documents

Publication Publication Date Title
EP0151282B1 (de) Optisch aktive 3,4-Bis(diphenylphosphino)-pyrrolidine, diese als chirale Liganden enthaltende Rhodiumkomplexe und deren Verwendung
EP0794957B1 (de) Verfahren zur herstellung optisch aktiver metallocenylphosphine
DE2161200A1 (de) Neue zweibindige Liganden, ihre Herstellung und Verwendung
DE3780704T2 (de) Verfahren zur herstellung von n-acyltetrahydroisochinoline.
EP0369691B1 (en) Process for preparing optically active 3-hydroxybutanoic acid
EP0432504A1 (de) Verfahren zur Herstellung von 1-(Aminomethyl)cyclohexanessigsäure
DE3853043T2 (de) Isochinolinderivate, ihre Herstellung und Verwendung.
DE69805676T2 (de) 2-Phenyl-2-(2' piperidinylidene) acetat Derivaten, Verfahren zu ihrer Herstellung , und Verfahren von optisch-active 2-Phenyl-2-(2'-piperidin) acetat Derivaten durch asymmetrische Hydrierung
CH631697A5 (de) Verfahren zur herstellung neuer jodierter isophthalamsaeure-derivate.
EP0329043B1 (de) Optisch aktive Rhodiumkomplexe von 3,4-Bis(diarylphosphino)-pyrrolidinen und ihre Verwendung zur Herstellung von Phosphinothricin durch asymmetrische Hydrierung
DE3935910A1 (de) Verfahren zur herstellung von optisch reinen 1,2,3,4-tetrahydro-3-carboxyisochinolinen
DE68906372T2 (de) Verfahren zur herstellung von optisch aktiven threo-dihydroxyphenylserine-derivaten.
EP0397042B1 (de) Herstellung von Isochinolinderivaten
DE2519943A1 (de) Verfahren zur herstellung von abietamid-derivaten
EP0744401B1 (de) Verfahren zur Herstellung von optisch aktiven 2-Piperazincarbonsäurederivaten
EP0512415B1 (de) Verfahren zur enantioselektiven Synthese von 2(R)-Benzylbernsteinsäuremonoamid-Derivaten
DE3323871A1 (de) Neue 1-o-alkyl-3-amino-propan-1,2-diol-2-o-phospholipide, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate
EP0772588B1 (de) Herstellung von carbaminsäurevinylestern
DE2409675A1 (de) Alpha-alkyl(oder -aryl)-thio-5-hydroxytryptophan-derivat und verfahren zu seiner herstellung
EP0512416B1 (de) Neue homochirale Diphosphine
AT406372B (de) Lysin-prolin-derivate
EP0050196B1 (de) Verfahren zur Herstellung von Peptiden
DE1226570B (de) Verfahren zur Herstellung von Kampferderivaten
EP0680467B1 (de) Verfahren zur herstellung c-substituierter diethylentriamine
EP0831087A1 (de) Verfahren zur Herstellung von 1-Acyl-4-arylpiperidinen