WO2008093668A1 - キラルなイリジウムアクア錯体およびそれを用いた光学活性ヒドロキシ化合物の製造方法 - Google Patents

キラルなイリジウムアクア錯体およびそれを用いた光学活性ヒドロキシ化合物の製造方法 Download PDF

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Publication number
WO2008093668A1
WO2008093668A1 PCT/JP2008/051287 JP2008051287W WO2008093668A1 WO 2008093668 A1 WO2008093668 A1 WO 2008093668A1 JP 2008051287 W JP2008051287 W JP 2008051287W WO 2008093668 A1 WO2008093668 A1 WO 2008093668A1
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group
same
chiral iridium
aqua complex
iridium aqua
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PCT/JP2008/051287
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English (en)
French (fr)
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Erick M. Carreira
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Sumitomo Chemical Company, Limited
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Application filed by Sumitomo Chemical Company, Limited filed Critical Sumitomo Chemical Company, Limited
Priority to EP08710614.2A priority Critical patent/EP2123661B1/en
Priority to US12/524,632 priority patent/US8044224B2/en
Publication of WO2008093668A1 publication Critical patent/WO2008093668A1/ja

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00Metallocenes
    • C07F17/02Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00Asymmetric syntheses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/14Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to acyclic carbon atoms
    • C07C205/16Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to acyclic carbon atoms of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/26Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups and being further substituted by halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/32Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups bound to acyclic carbon atoms and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/42Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/48Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

 カルボニル化合物の不斉移動水素化反応に用いることができる新規なキラルなイリジウムアクア錯体を提供する。 式(1): (式中、R1およびR2は同一または異なって、それぞれハロゲン原子、炭素数1~6のアルキル基、炭素数1~6のアルコキシ基、炭素数1~6のハロアルコキシ基、ニトロ基、カルボキシル基およびシアノ基からなる群から選ばれる少なくとも1つの置換基を有していてもよいアリール基等を示す。R3およびR4は同一または異なって、アルキル基等を示す。) で表されるキラルなイリジウムアクア錯体。
PCT/JP2008/051287 2007-01-29 2008-01-29 キラルなイリジウムアクア錯体およびそれを用いた光学活性ヒドロキシ化合物の製造方法 WO2008093668A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP08710614.2A EP2123661B1 (en) 2007-01-29 2008-01-29 Chiral iridium aqua complex and method for producing optically active hydroxy compound by using the same
US12/524,632 US8044224B2 (en) 2007-01-29 2008-01-29 Chiral iridium aqua complex and method for producing optically active hydroxy compound by using the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-017670 2007-01-29
JP2007017670A JP5006059B2 (ja) 2007-01-29 2007-01-29 キラルなイリジウムアクア錯体およびそれを用いた光学活性ヒドロキシ化合物の製造方法

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WO2008093668A1 true WO2008093668A1 (ja) 2008-08-07

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PCT/JP2008/051287 WO2008093668A1 (ja) 2007-01-29 2008-01-29 キラルなイリジウムアクア錯体およびそれを用いた光学活性ヒドロキシ化合物の製造方法

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US (1) US8044224B2 (ja)
EP (1) EP2123661B1 (ja)
JP (1) JP5006059B2 (ja)
KR (1) KR20090118032A (ja)
CN (1) CN101652376A (ja)
WO (1) WO2008093668A1 (ja)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2311846A4 (en) * 2008-07-08 2013-01-16 Sumitomo Chemical Co CHIRAL IRIDIUM AQUA COMPLEX AND PROCESS FOR PRODUCING OPTICALLY ACTIVE HYDROXY COMPOUND USING THE SAME
JP2014511859A (ja) * 2011-04-04 2014-05-19 ギリアード サイエンシーズ, インコーポレイテッド Hivインテグラーゼ阻害剤の調製のためのプロセス
WO2020094527A1 (en) 2018-11-06 2020-05-14 Syngenta Crop Protection Ag Hydrogenation process of oxime derivatives

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2012147944A1 (ja) 2011-04-28 2014-07-28 高砂香料工業株式会社 ジアミン化合物の製造方法
WO2013033018A2 (en) * 2011-08-30 2013-03-07 Drexel University Dihydroxybipyridine complexes of ruthenium and iridium for water oxidation and hydrogenation
CN104418762B (zh) * 2013-08-28 2016-12-28 南京理工大学 一种从醛合成酰胺的方法
JP6286755B2 (ja) * 2013-09-27 2018-03-07 高砂香料工業株式会社 新規なジアミン化合物および金属錯体、並びに光学活性化合物の製造方法
JP7030552B2 (ja) * 2017-02-20 2022-03-07 キヤノン株式会社 有機化合物、エレクトロクロミック素子、光学フィルタ、レンズユニット、撮像装置および窓材
WO2020184254A1 (ja) 2019-03-08 2020-09-17 日東電工株式会社 ギ酸の製造方法
WO2023097690A1 (zh) * 2021-12-03 2023-06-08 广东莱佛士制药技术有限公司 一种高选择性不对称催化羰基还原制备β-硝基或叠氮基醇的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11335385A (ja) * 1998-05-20 1999-12-07 Takasago Internatl Corp 遷移金属錯体および該錯体を用いた光学活性アルコールの製造方法
JP2003286294A (ja) * 2002-03-26 2003-10-10 Sumitomo Chem Co Ltd 有機金属錯体およびその用途
WO2007032409A1 (ja) * 2005-09-14 2007-03-22 Japan Science And Technology Agency アセチレン化合物の水和反応によるケト酸類、アミノ酸類の合成方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7754889B2 (en) * 2004-03-29 2010-07-13 Takasago International Corporation Optically active transition metal-diamine compound and process for producing optically active alcohol with the same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11335385A (ja) * 1998-05-20 1999-12-07 Takasago Internatl Corp 遷移金属錯体および該錯体を用いた光学活性アルコールの製造方法
JP2003286294A (ja) * 2002-03-26 2003-10-10 Sumitomo Chem Co Ltd 有機金属錯体およびその用途
WO2007032409A1 (ja) * 2005-09-14 2007-03-22 Japan Science And Technology Agency アセチレン化合物の水和反応によるケト酸類、アミノ酸類の合成方法

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
ABURA T. ET AL.: "Isolation and Crystal Structure of a Water-Soluble Iridium Hydride: A Robust and Highly Active Catalyst for Acid-Catalyzed Transfer Hydrogenations of Carbonyl Compounds in Acidic Media", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, no. 14, 2003, pages 4149 - 4154, XP008115958 *
EUR. J. INORG. CHEM., 2001, pages 1361 - 1369
J. AM. CHEM. SOC., vol. 126, 2004, pages 3020 - 3021
MCFARLAND J.M. ET AL.: "Reductive Alkylation of Proteins Using Iridium Catalyzed Transfer Hydrogenation", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, no. 39, 2005, pages 13490 - 13491, XP008115954 *
ORGANOMETALLICS, vol. 18, 1999, pages 5470 - 5474
POTH T. ET AL.: "Kinetics and Mechanism of Water Substitution at Half-Sandwich Iridium(III) Aqua Cations Cp*Ir(A-B)(H2O)2+/+ in Aqueous Solution (Cp+ = eta5-Pentamethylcyclopentadienyl Anion; A-B = Bidentate N,N or N,O Ligand)", EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, no. 5, 2001, pages 1361 - 1369, XP008115953 *
See also references of EP2123661A4 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2311846A4 (en) * 2008-07-08 2013-01-16 Sumitomo Chemical Co CHIRAL IRIDIUM AQUA COMPLEX AND PROCESS FOR PRODUCING OPTICALLY ACTIVE HYDROXY COMPOUND USING THE SAME
JP2014511859A (ja) * 2011-04-04 2014-05-19 ギリアード サイエンシーズ, インコーポレイテッド Hivインテグラーゼ阻害剤の調製のためのプロセス
WO2020094527A1 (en) 2018-11-06 2020-05-14 Syngenta Crop Protection Ag Hydrogenation process of oxime derivatives

Also Published As

Publication number Publication date
US8044224B2 (en) 2011-10-25
EP2123661B1 (en) 2013-05-22
KR20090118032A (ko) 2009-11-17
EP2123661A4 (en) 2011-08-17
EP2123661A1 (en) 2009-11-25
CN101652376A (zh) 2010-02-17
US20100016618A1 (en) 2010-01-21
JP5006059B2 (ja) 2012-08-22
JP2008184398A (ja) 2008-08-14

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