ES8701770A1 - Procedimiento para preparar 1-bencil-3,4-bis-(difenilfosfino)-pirrolidina opticamente activa - Google Patents

Procedimiento para preparar 1-bencil-3,4-bis-(difenilfosfino)-pirrolidina opticamente activa

Info

Publication number
ES8701770A1
ES8701770A1 ES550091A ES550091A ES8701770A1 ES 8701770 A1 ES8701770 A1 ES 8701770A1 ES 550091 A ES550091 A ES 550091A ES 550091 A ES550091 A ES 550091A ES 8701770 A1 ES8701770 A1 ES 8701770A1
Authority
ES
Spain
Prior art keywords
pyrrolidine
benzyl
optically active
diphenylphosphino
bis
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
Application number
ES550091A
Other languages
English (en)
Other versions
ES550091A0 (es
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
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 Degussa GmbH filed Critical Degussa GmbH
Publication of ES8701770A1 publication Critical patent/ES8701770A1/es
Publication of ES550091A0 publication Critical patent/ES550091A0/es
Expired legal-status Critical Current

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
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • 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
    • 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
    • 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)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (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)
  • Pyrrole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

PROCEDIMIENTO PARA LA OBTENCION DE 1-BENCIL-3,4-BIS-(DIFENILFOSFINO)-PIRROLIDINA OPTICAMENTE ACTIVA, DE FORMULA (I). COMPRENDE LA REACCION DE REDUCCION DE UN COMPUESTO DE FORMULA (II) CON 1 A 20 VECES LA CANTIDAD EQUIMOLAR DE BORONATO SODICO, EN UN DISOLVENTE INERTE, EN PRESENCIA DE TRIFLUORURO DE BORO, A UNA TEMPERATURA COMPRENDIDA ENTRE C50JC Y 170JC; SEGUIDA DEL TRATAMIENTO DEL PRODUCTO FORMADO CON ANHIDRIDO O CLORURO DE ACIDO METANSULFONICO, EN PRESENCIA DE UNA AMINA TERCIARIA, A UNA TEMPERATURA ENTRE C40JC Y 100JC; Y REACCION CON UN DIFENILFOSFURO DE METAL ALCALINO, EN UN DISOLVENTE INERTE, EN AUSENCIA DE OXIGENO A UNA TEMPERATURA ENTRE C20JC Y 40JC, PARA OBTENER UN COMPUESTO DE FORMULA (I), EN LA QUE PH REPRESENTA FENILO. ESTOS COMPUESTOS TIENEN APLICACIONES COMO CATALIZADORES DE HIDROGENACION ASIMETRICA HOMOGENEA DE SUSTRATOS PROQUIRALES.
ES550091A 1984-12-19 1985-12-18 Procedimiento para preparar 1-bencil-3,4-bis-(difenilfosfino)-pirrolidina opticamente activa Expired ES8701770A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843446303 DE3446303A1 (de) 1984-12-19 1984-12-19 Verfahren zur herstellung von optisch aktivem 1-benzyl-3,4-bis-(diphenylphosphino)-pyrrolidin

Publications (2)

Publication Number Publication Date
ES8701770A1 true ES8701770A1 (es) 1986-12-01
ES550091A0 ES550091A0 (es) 1986-12-01

Family

ID=6253195

Family Applications (1)

Application Number Title Priority Date Filing Date
ES550091A Expired ES8701770A1 (es) 1984-12-19 1985-12-18 Procedimiento para preparar 1-bencil-3,4-bis-(difenilfosfino)-pirrolidina opticamente activa

Country Status (7)

Country Link
US (1) US4668795A (es)
EP (1) EP0185882B1 (es)
JP (1) JPS61145192A (es)
AT (1) ATE46341T1 (es)
BR (1) BR8506311A (es)
DE (2) DE3446303A1 (es)
ES (1) ES8701770A1 (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3808868A1 (de) * 1988-03-17 1989-09-28 Hoechst Ag Traegerkatalysator fuer die herstellung von monocarbonsaeureanhydriden
DE3811344A1 (de) * 1988-04-02 1989-10-12 Hoechst Ag Traegerkatalysator fuer die herstellung von monocarbonsaeureanhydriden
DE4001019A1 (de) * 1990-01-16 1991-07-18 Degussa Verfahren zur asymmetrischen hydrierung von (alpha)-ketocarbonylverbindungen zu optisch aktiven (alpha)-hydroxycarbonylverbindungen
AU8431391A (en) * 1990-08-31 1992-03-30 Governors Of The University Of Alberta, The Carbonylation of methanol using a novel transition metal catalyst precursor
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
CA2273031A1 (en) 1996-11-29 1998-06-04 Shin-Ichi Nakamoto Novel phosphinopyrrolidine compounds and process for producing the same
DE19725643A1 (de) * 1997-06-18 1998-12-24 Basf Ag Optisch aktive Diphosphinliganden
DE19725796A1 (de) * 1997-06-18 1998-12-24 Basf Ag Herstellung optisch aktiver Phospholane, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese
DE19824121A1 (de) 1998-05-29 1999-12-02 Basf Ag Herstellung optisch aktiver Phospholane, deren Metallkomplexe und Anwendung in der asymmetrischen Synthese
WO2009102481A1 (en) * 2008-02-15 2009-08-20 Chemetall Foote Corporation Production of lithium diphenylphosphide

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4424312A (en) * 1981-03-16 1984-01-03 Polymer Sciences Corporation Preparation of amino acids in high optical yield via catalytic hydrogenation
US4539411A (en) * 1982-02-05 1985-09-03 Hoffmann-La Roche Inc. Rhodium complexes of chiral phosphines
DE3403194A1 (de) * 1984-01-31 1985-08-01 Degussa Ag, 6000 Frankfurt Optisch aktive 3,4-bis-(diphenylphosphino)-pyrrolidine, diese als chirale liganden enthaltende rhodiumkomplexe und deren verwendung

Also Published As

Publication number Publication date
ATE46341T1 (de) 1989-09-15
JPH0240077B2 (es) 1990-09-10
DE3446303A1 (de) 1986-06-19
DE3572980D1 (en) 1989-10-19
JPS61145192A (ja) 1986-07-02
EP0185882A1 (de) 1986-07-02
US4668795A (en) 1987-05-26
BR8506311A (pt) 1986-08-26
ES550091A0 (es) 1986-12-01
EP0185882B1 (de) 1989-09-13

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