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Practical chiral zirconium catalyst

外国特許コード F110005098
整理番号 A051-84US
掲載日 2011年8月19日
出願国 アメリカ合衆国
出願番号 50730703
公報番号 20050164869
公報番号 7419933
出願日 平成15年3月11日(2003.3.11)
公報発行日 平成17年7月28日(2005.7.28)
公報発行日 平成20年9月2日(2008.9.2)
国際出願番号 JP2003002860
国際公開番号 WO2003076072
国際出願日 平成15年3月11日(2003.3.11)
国際公開日 平成15年9月18日(2003.9.18)
優先権データ
  • 特願2002-066122 (2002.3.11) JP
  • 2003WO-JP02860 (2003.3.11) WO
発明の名称 (英語) Practical chiral zirconium catalyst
発明の概要(英語) (US7419933)
A practical chiral zirconium catalyst that can maintain its high catalytic activity even after long-term storage, which is stable in air and storable for a long period of time, and recoverable and reusable after reaction, is provided.
特許請求の範囲(英語) [claim1]
1. A practical chiral zirconium catalyst that is stable in air and storable for a long period of time, which comprises a chiral zirconium catalyst comprising, as its component, zirconium and an optically active binaphthol compound, and zeolite, wherein the chiral zirconium catalyst is fixed onto the zeolite, wherein the chiral zirconium catalyst is represented by the following formula (I):
wherein, X and Y are the same as or different from each other and represent a hydrogen atom, a halogen atom or a fluorinated hydrocarbon group, at least one of them being a halogen atom or a fluorinated hydrocarbon group;
and L represents N-methylimidazole or 1,2-dimethylimidazole.
[claim2]
2. The practical chiral zirconium catalyst of claim 1, wherein the fluorinated hydrocarbon group is a perfluoroalkyl group.
[claim3]
3. The practical chiral zirconium catalyst of claim 1, wherein the fluorinated hydrocarbon group is a perfluoroalkyl group of 1 to 6 carbon atoms.
[claim4]
4. The practical chiral zirconium catalyst of claim 1, wherein the zeolite is selected from the group consisting of Molecular Sieve 3A, Molecular Sieve 4A and Molecular Sieve 5A.
[claim5]
5. The practical chiral zirconium catalyst as claimed in claim 1, wherein the chiral zirconium catalyst is fixed on zeolite by electrostatic interaction.
[claim6]
6. A practical chiral zirconium catalyst of claim 1 obtained by the steps of: drying Molecular Sieve by heating under reduced pressure in an inert atmosphere;
mixing the Molecular Sieve with a zirconium alkoxide represented by the following formula (II):
Zr(OR)4 (II)
wherein R represents a hydrocarbon group that may contain a substituent;
and an (R)-BINOL represented by the following formula (III):
wherein X and Y may be the same as or different from each other, and represents a hydrogen atom, a halogen atom or a fluorinated hydrocarbon group, at least one of them being a halogen atom or a fluorinated hydrocarbon group.
[claim7]
7. The practical chiral zirconium catalyst of claim 6 obtained by further mixing a coordination compound with the zirconium alkoxide and the (R)-BINOL.
[claim8]
8. The practical chiral zirconium catalyst of claim 7, wherein the coordination compound is N-methylimidazole.
[claim9]
9. A method for an asymmetric Mannich reaction, comprising: reacting an imine and a silicon enolate in the presence of the practical chiral zirconium catalyst of claim 1.
[claim10]
10. A method for conducting an Aza Diels-Alder reaction which comprises employing the practical chiral zirconium catalyst of claim 1 as a catalyst for said reaction.
[claim11]
11. A method for conducting a Strecker reaction which comprises employing the practical chiral zirconium catalyst of claim 1 as a catalyst for said reaction.
[claim12]
12. A method for an asymmetric Mannich reaction, comprising: reacting an imine and a silicon enolate in the presence of the practical chiral zirconium catalyst of claim 6.
[claim13]
13. A method for conducting an Aza Diels-Alder reaction which comprises employing the practical chiral zirconium catalyst of claim 6 as a catalyst for said reaction.
[claim14]
14. A method or conducting a Strecker reaction which comprises employing the practical chiral zirconium catalyst of claim 6 as a catalyst for said reaction.
  • 発明者/出願人(英語)
  • KOBAYASHI SHU
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
米国特許分類/主・副
  • 502/227
参考情報 (研究プロジェクト等) CREST Single Molecule and Atom Level Reactions AREA
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