[go: up one dir, main page]

ES2195371T3 - Reduccion enantioselectiva de cetonas con un sistema de agente silanico/compuesto metalico/ligando quiral. - Google Patents

Reduccion enantioselectiva de cetonas con un sistema de agente silanico/compuesto metalico/ligando quiral.

Info

Publication number
ES2195371T3
ES2195371T3 ES98939795T ES98939795T ES2195371T3 ES 2195371 T3 ES2195371 T3 ES 2195371T3 ES 98939795 T ES98939795 T ES 98939795T ES 98939795 T ES98939795 T ES 98939795T ES 2195371 T3 ES2195371 T3 ES 2195371T3
Authority
ES
Spain
Prior art keywords
silanic
keepan
quiral
binding
enantioselective reduction
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
Application number
ES98939795T
Other languages
English (en)
Inventor
Hubert Mimoun
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.)
Firmenich SA
Original Assignee
Firmenich SA
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 Firmenich SA filed Critical Firmenich SA
Application granted granted Critical
Publication of ES2195371T3 publication Critical patent/ES2195371T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • 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
    • 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
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • 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
    • 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
    • B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
    • B01J2531/26—Zinc
    • 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
    • B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
    • B01J2531/27—Cadmium
    • 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
    • B01J2531/84—Metals of the iron group
    • B01J2531/845—Cobalt
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Furan Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Procedimiento de reducción enantioselectiva de cetonas proquirales en alcoholes quirales, comprendiendo dicho procedimiento las etapas siguientes: a) la reacción de una cetona proquiral con una cantidad eficaz de un agente silánico, en presencia de un catalizador derivado de un compuesto precursor de zinc, cobalto o cadmio y de un ligando quiral elegido en el grupo constituido por las aminas, las iminas, los alcoholes y los aminoalcoholes quirales; b) la hidrólisis del siloxano obtenido por medio de un agente apropiado; c) la separación y purificación del alcohol ópticamente activo formado.
ES98939795T 1997-09-09 1998-09-03 Reduccion enantioselectiva de cetonas con un sistema de agente silanico/compuesto metalico/ligando quiral. Expired - Lifetime ES2195371T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211097 1997-09-09
CH77898 1998-04-01

Publications (1)

Publication Number Publication Date
ES2195371T3 true ES2195371T3 (es) 2003-12-01

Family

ID=25685656

Family Applications (1)

Application Number Title Priority Date Filing Date
ES98939795T Expired - Lifetime ES2195371T3 (es) 1997-09-09 1998-09-03 Reduccion enantioselectiva de cetonas con un sistema de agente silanico/compuesto metalico/ligando quiral.

Country Status (8)

Country Link
US (2) US6392103B1 (es)
EP (1) EP1012131B1 (es)
JP (1) JP2001515875A (es)
CN (1) CN1202052C (es)
CA (1) CA2298533A1 (es)
DE (1) DE69812385T2 (es)
ES (1) ES2195371T3 (es)
WO (1) WO1999012877A1 (es)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4169801B2 (ja) * 1998-04-01 2008-10-22 フイルメニツヒ ソシエテ アノニム 亜鉛触媒存在下でのシランによるカルボニル化合物の還元
WO2001034110A1 (fr) * 1999-11-10 2001-05-17 Firmenich Sa Utilisation d'un alcool gras dans une composition parfumante
US6660884B2 (en) * 2002-03-14 2003-12-09 The Trustees Of The University Of Pennsylvania Catalysts, methods for making said catalysts, and methods for making chiral compounds with high enantioselectivity
DE10238114A1 (de) * 2002-08-21 2004-03-04 Bayer Ag Optisch aktive Diamine und deren Anwendung in katalytischen Prozessen
JP4654444B2 (ja) * 2006-08-10 2011-03-23 国立大学法人 千葉大学 ジアミン配位子及びそれを用いた触媒
WO2010001484A1 (ja) * 2008-07-04 2010-01-07 パイオニア株式会社 音声出力装置
WO2010091047A1 (en) * 2009-02-06 2010-08-12 Dow Global Technologies Inc. Process of making aluminum alkyls
CN102718783B (zh) * 2012-07-12 2014-05-21 罗梅 一种手性化合物
CN102924489A (zh) * 2012-11-01 2013-02-13 罗梅 一种手性锌配合物的合成方法
CN102936204B (zh) * 2012-11-25 2014-04-02 罗梅 一种手性化合物
CN102977127A (zh) * 2012-12-19 2013-03-20 罗梅 一种手性化合物
JP6072296B2 (ja) * 2012-12-20 2017-02-01 ブルースター・シリコーンズ・フランス・エスアエス 室温におけるエラストマーへの加硫に適したオルガノポリシロキサン組成物及び新規のオルガノポリシロキサン重縮合触媒
CN105008473B (zh) * 2012-12-20 2017-04-19 蓝星有机硅法国两合公司 用于水应用并且尤其是海洋应用的具有防污性能的制品
WO2014096566A1 (fr) * 2012-12-20 2014-06-26 Bluestar Silicones France Sas Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes
FR2999980A1 (fr) * 2012-12-20 2014-06-27 Bluestar Silicones France Article presentant des proprietes antisalissures et destine a etre utilise dans des applications aquatiques en particulier marines
CN103058973B (zh) * 2012-12-26 2014-12-10 淮安万邦香料工业有限公司 一种丁位癸内酯的制备方法
EP4217362A1 (en) * 2020-11-27 2023-08-02 Firmenich SA Reduction by a silane in the presence of zinc catalyst

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4425280A (en) * 1981-03-30 1984-01-10 Ferro Corporation Metal amino acids
US5227538A (en) 1990-11-21 1993-07-13 Massachusetts Institute Of Technology Catalytic asymmetric reduction of ketones using metal catalysts
US5831133A (en) 1994-10-19 1998-11-03 Firmenich Sa Process for the preparation of alcohols
FI105334B (fi) * 1997-09-10 2000-07-31 Raisio Chem Oy Tärkkelysmodifikaatti
JP4169801B2 (ja) * 1998-04-01 2008-10-22 フイルメニツヒ ソシエテ アノニム 亜鉛触媒存在下でのシランによるカルボニル化合物の還元

Also Published As

Publication number Publication date
US6573395B2 (en) 2003-06-03
JP2001515875A (ja) 2001-09-25
EP1012131B1 (fr) 2003-03-19
CA2298533A1 (fr) 1999-03-18
EP1012131A1 (fr) 2000-06-28
DE69812385T2 (de) 2004-02-05
US6392103B1 (en) 2002-05-21
US20020161252A1 (en) 2002-10-31
CN1202052C (zh) 2005-05-18
WO1999012877A1 (fr) 1999-03-18
DE69812385D1 (de) 2003-04-24
CN1269775A (zh) 2000-10-11

Similar Documents

Publication Publication Date Title
ES2195371T3 (es) Reduccion enantioselectiva de cetonas con un sistema de agente silanico/compuesto metalico/ligando quiral.
BR0109677A (pt) Processo para a preparação de um catalisador de dmc, catalisador, e, processo para a polimerização de óxidos de alquileno
DE60102028D1 (de) Polysiloxan, Verfahren zur Herstellung, Silicium-haltige alicyclische Verbindung, und strahlungsempfindliche Harzverbindungen
DE60205719D1 (de) Verfahren zur katalytischen chemischen Gasphasenabscheidung von Siliziumnitrid.
ATE327996T1 (de) N-propylethoxysiloxane, verfahren zu deren herstellung und deren verwendung
DE59209966D1 (de) Verfahren zur herstellung von miniaturisierten chemo- und biosensorelementen mit ionenselektiver membran sowie von trägern für diese elemente
DK0766745T3 (da) Monoklonalt antistof, som er specifikt for humant 4-1BB samt cellelinje, som producerer dette
AU2002358799A8 (en) Improved structured-functional bonding matrices for biomolecules
DE50001295D1 (de) Imidochromverbindungen in katalysatorsystemen für die olefinpolymerisation
FR2856056B1 (fr) Procede de traitement d'un verre apte au debordage.
CO5150188A1 (es) Procedimiento para la preparacion de hidrocloruro de fenilefrina
BR9808899B1 (pt) compostos orgánicos derivados de alfa-aminoalquenos, processo para sua preparação, composição, método de implementação de reações catalisadas por base, bem como substrato revestido.
MXPA03000612A (es) Metodos y procesos mejorados para desinfeccion con yodo.
DE60030748D1 (de) Verfahren zur herstellung von acrylnitril gekennzeichnet durch dem verwendeten katalysator
ATE195320T1 (de) Neue polymerträger zur nukleinsäuresynthese
ATE239685T1 (de) Reduktion von carbonylverbindungen durch ein silanderivat in gegenwart eines zink-katalysator
BR9709677A (pt) Composto, complexo, e, processo para formar um composto
DE60041060D1 (de) Etalhaltigen cyanid katalysatoren
NO20032244D0 (no) Brönnbehandlingsprosess
DE60009174D1 (de) Verfahren zur Herstellung von Polycarbonaten
BR0314838A (pt) Sistema de liberação controlada, e, processo para preparar comprimidos de liberação controlada de temozolomida
BR0315469A (pt) Complexo catalisador, polìmero, método para produzir um catalisador de polimerização e método para produzir um poliéter
DE602007007204D1 (de) Verfahren für die dynamische kinetische racematspaltung (dkr) racemischer verbindungen in fluorkohlen(wasser)stofflösungsmitteln
ATE253030T1 (de) Verfahren zur herstellung von 1,1,4,4- tetramethoxybuten-2
PT1216091E (pt) Processo de encapsulacao de principios activos por coacervacao de polimeros em solvente organico nao clorado