CN100406433C - 醛的氰化方法 - Google Patents

醛的氰化方法 Download PDF

Info

Publication number
CN100406433C
CN100406433C CNB018167209A CN01816720A CN100406433C CN 100406433 C CN100406433 C CN 100406433C CN B018167209 A CNB018167209 A CN B018167209A CN 01816720 A CN01816720 A CN 01816720A CN 100406433 C CN100406433 C CN 100406433C
Authority
CN
China
Prior art keywords
chiral
cyanide
halogen
group
hydrocarbyl
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 - Fee Related
Application number
CNB018167209A
Other languages
English (en)
Chinese (zh)
Other versions
CN1468212A (zh
Inventor
M·诺尔斯
Y·贝洛空
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.)
Ness Mia Andrianof Institute Of Organic Compounds
Kings College London
Original Assignee
Ness Mia Andrianof Institute Of Organic Compounds
Kings College London
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 Ness Mia Andrianof Institute Of Organic Compounds, Kings College London filed Critical Ness Mia Andrianof Institute Of Organic Compounds
Publication of CN1468212A publication Critical patent/CN1468212A/zh
Application granted granted Critical
Publication of CN100406433C publication Critical patent/CN100406433C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C07B43/08—Formation or introduction of functional groups containing nitrogen of cyano groups
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • 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
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
    • B01J2231/341—1,2-additions, e.g. aldol or Knoevenagel condensations
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202—Polynuclearity
    • B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • 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
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
    • 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
    • B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
    • B01J2531/46—Titanium
    • 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
    • B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
    • B01J2531/56—Vanadium

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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Manufacture And Refinement Of Metals (AREA)
CNB018167209A 2000-08-02 2001-08-01 醛的氰化方法 Expired - Fee Related CN100406433C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0018973.8 2000-08-02
GBGB0018973.8A GB0018973D0 (en) 2000-08-02 2000-08-02 Synthesis of chiral cyanohydrins

Publications (2)

Publication Number Publication Date
CN1468212A CN1468212A (zh) 2004-01-14
CN100406433C true CN100406433C (zh) 2008-07-30

Family

ID=9896847

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB018167209A Expired - Fee Related CN100406433C (zh) 2000-08-02 2001-08-01 醛的氰化方法

Country Status (16)

Country Link
EP (1) EP1307427B3 (enExample)
JP (1) JP2004505097A (enExample)
KR (1) KR100820273B1 (enExample)
CN (1) CN100406433C (enExample)
AT (1) ATE323069T1 (enExample)
AU (1) AU2001275740A1 (enExample)
CA (1) CA2418116A1 (enExample)
CZ (1) CZ2003276A3 (enExample)
DE (2) DE60118752T4 (enExample)
DK (1) DK1307427T5 (enExample)
ES (1) ES2262665T7 (enExample)
GB (1) GB0018973D0 (enExample)
HU (1) HUP0301824A3 (enExample)
MX (1) MXPA03000903A (enExample)
PT (1) PT1307427E (enExample)
WO (1) WO2002010095A2 (enExample)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0212017D0 (en) * 2002-05-24 2002-07-03 King S College London Catalyst and process
GB0103857D0 (en) 2001-02-16 2001-04-04 Avecia Ltd Preparation of chloromandelic acid
DE10131810A1 (de) * 2001-06-30 2003-02-27 Clariant Gmbh Verfahren zur Herstellung von optisch aktiven Cyanhydrinen und deren korrespondierenden Säuren
DE10131811A1 (de) * 2001-06-30 2003-04-03 Clariant Gmbh Optisch aktive Katalysatoren
US8828902B2 (en) 2001-07-12 2014-09-09 Reaxa Limited Microencapsulated catalyst methods of preparation and method of use thereof
DE10259162A1 (de) * 2002-12-18 2004-07-08 Clariant Gmbh Optisch aktive Komplexe enthaltende Mischungen
ATE444281T1 (de) 2004-10-15 2009-10-15 Mitsui Chemicals Inc Titanverbindung und verfahren zur herstellung optisch aktiver cyanhydrine
WO2007105658A1 (ja) * 2006-03-10 2007-09-20 Nissan Chemical Industries, Ltd. 光学活性クロメンオキシド化合物の製造方法
CN101437827B (zh) * 2006-03-10 2012-08-29 日产化学工业株式会社 光学活性色烯氧化物化合物的制造方法
WO2008121074A1 (en) * 2007-03-29 2008-10-09 Agency For Science, Technology And Research Method of producing an optically active cyanohydrin derivative
CN102234291B (zh) * 2010-04-23 2014-10-15 中国科学院上海有机化学研究所 桥连双希夫碱钛络合物、合成方法及其应用
CN106552671A (zh) * 2015-09-25 2017-04-05 沈阳中化农药化工研发有限公司 一种多相催化剂及其制备和应用
CN116987004B (zh) * 2023-09-27 2023-12-12 新华制药（寿光）有限公司 一种3-(3,4-二甲氧基苯基)-2-氨基-2-甲基丙腈的合成方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4336206A (en) * 1979-05-17 1982-06-22 Hoechst Aktiengesellschaft Process for the manufacture of cyanohydrin acylates of aldehydes
JPH06271522A (ja) * 1993-01-21 1994-09-27 Sumitomo Chem Co Ltd 光学活性シアノヒドリンエステルの製造方法
JPH0770040A (ja) * 1993-06-22 1995-03-14 Sumitomo Chem Co Ltd 光学活性シアノヒドリンエステルの製造法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0429965A (ja) * 1990-05-28 1992-01-31 Katakura Chitsukarin Kk α―Ｎ―アルキルアミノニトリル誘導体鏡像異性体の製造方法
JP3303327B2 (ja) * 1992-03-18 2002-07-22 住友化学工業株式会社 不斉誘起触媒
US5349079A (en) * 1992-12-14 1994-09-20 Akzo Nobel Nv Process for forming α-aminonitriles from carbonyl compound and fatty amine hydrohalide

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4336206A (en) * 1979-05-17 1982-06-22 Hoechst Aktiengesellschaft Process for the manufacture of cyanohydrin acylates of aldehydes
JPH06271522A (ja) * 1993-01-21 1994-09-27 Sumitomo Chem Co Ltd 光学活性シアノヒドリンエステルの製造方法
JPH0770040A (ja) * 1993-06-22 1995-03-14 Sumitomo Chem Co Ltd 光学活性シアノヒドリンエステルの製造法

Also Published As

Publication number Publication date
DK1307427T3 (da) 2006-07-31
KR20030022339A (ko) 2003-03-15
GB0018973D0 (en) 2000-09-20
WO2002010095A2 (en) 2002-02-07
JP2004505097A (ja) 2004-02-19
WO2002010095A3 (en) 2002-04-18
KR100820273B1 (ko) 2008-04-07
DE60118752T2 (de) 2007-03-15
MXPA03000903A (es) 2004-08-02
HUP0301824A3 (en) 2005-11-28
ES2262665T3 (es) 2006-12-01
PT1307427E (pt) 2006-07-31
EP1307427B3 (en) 2009-04-29
ATE323069T1 (de) 2006-04-15
ES2262665T7 (es) 2009-11-05
HK1062008A1 (zh) 2004-10-15
CA2418116A1 (en) 2002-02-07
DE60118752D1 (de) 2006-05-24
AU2001275740A1 (en) 2002-02-13
EP1307427A2 (en) 2003-05-07
CN1468212A (zh) 2004-01-14
DK1307427T5 (da) 2009-06-15
CZ2003276A3 (cs) 2003-05-14
EP1307427B1 (en) 2006-04-12
DE60118752T4 (de) 2009-10-22
HUP0301824A2 (hu) 2003-09-29

Similar Documents

Publication Publication Date Title
Zheng et al. Recent advances in metal-catalyzed asymmetric 1, 4-conjugate addition (ACA) of nonorganometallic nucleophiles
CN100406433C (zh) 醛的氰化方法
Wu et al. Effective ring-opening reaction of aziridines with trimethylsilyl compounds: a facile access to β-amino acids and 1, 2-diamine derivatives
Aggarwal et al. The use of enantiomerically pure N-sulfinimines in asymmetric Baylis–Hillman reactions
Kazmaier et al. Asymmetric chelated Claisen rearrangements in the presence of chiral ligands—Scope and limitations
Shibasaki et al. The Catalytic Asymmetric S trecker Reaction
Chen et al. Metal-free intramolecular carbocyanation of activated alkenes: functionalized nitriles bearing β-quaternary carbon centers.
Miyabe et al. Palladium-or iridium-catalyzed allylic substitution of guanidines: convenient and direct modification of guanidines
US6897332B2 (en) Process for the cyanation of aldehydes
US6316620B1 (en) Electronically tuned ligands
JP2001294540A (ja) 不斉連続水素化のための方法における分子量増加触媒の使用、新規の分子量増加配位子および触媒
HK1062008B (en) Process for the cyanation of aldehydes
EP1511565A2 (en) Catalyst and process for the cyanation of aldehydes
Caiazzo et al. New methods for the synthesis of heterocyclic compounds
JP4654444B2 (ja) ジアミン配位子及びそれを用いた触媒
JP7244905B2 (ja) 高立体選択的不斉アルドール反応を達成する有機分子触媒及びその利用
KR20060131497A (ko) 구리 촉매하의 삼성분 짝지움 반응에 의한ｎ-술포닐아미딘의 제조방법
JP2008545721A5 (enExample)
CN118754823A (zh) 一种氰醇酯类化合物的绿色合成方法
Gou et al. Modular amino acids‐based chiral ligands for copper‐catalyzed enantioselective conjugation addition of diethylzinc to cyclic enones
Jensen Palladium-catalyzed oxidation and kinetic resolution of alcohols under aerobic conditions
Mittal Development of anion-binding approaches to asymmetric catalysis
JP2000355573A (ja) 光学活性シクロプロパン誘導体の製造方法
WO2006080576A1 (ja) α−イミノ酸類の不斉アリル化反応方法

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
REG Reference to a national code

Ref country code: HK

Ref legal event code: DE

Ref document number: 1062008

Country of ref document: HK

C14 Grant of patent or utility model
GR01 Patent grant
REG Reference to a national code

Ref country code: HK

Ref legal event code: GR

Ref document number: 1062008

Country of ref document: HK

C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20080730

Termination date: 20100801