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Method for manufacturing an optically active hydroxymethylated compound and a catalyst therefore

外国特許コード F110003812
整理番号 E07612WO
掲載日 2011年7月5日
出願国 アメリカ合衆国
出願番号 79552506
公報番号 20080139835
公報番号 7541307
出願日 平成18年1月27日(2006.1.27)
公報発行日 平成20年6月12日(2008.6.12)
公報発行日 平成21年6月2日(2009.6.2)
国際出願番号 JP2006301293
国際公開番号 WO2006080425
国際出願日 平成18年1月27日(2006.1.27)
国際公開日 平成18年8月3日(2006.8.3)
優先権データ
  • 特願2005-022643 (2005.1.31) JP
  • 2006WO-JP301293 (2006.1.27) WO
発明の名称 (英語) Method for manufacturing an optically active hydroxymethylated compound and a catalyst therefore
発明の概要(英語) (US7541307)
A silicon enolate represented by the following formula (Formula 1) (in the formula, R5 to R7 represent hydrogen atoms, aliphatic hydrocarbon groups, monocyclic or polycyclic alicyclic hydrocarbon groups, monocyclic or polycyclic aromatic or aromatic-aliphatic hydrocarbon groups or heterocyclic groups, R5 and R7 are different, R6 is not a hydrogen atom, each R8 may be identical or different and represents a methyl group, ethyl group or isopropyl group) and formaldehyde are allowed to react in an aqueous solution or a mixed solvent of water and an organic solvent in the presence of a catalyst obtained by mixing a ligand comprising a chiral bipyridine compound or its antipode and Bi(OTf)3.
特許請求の範囲(英語) [claim1]
1. A method for manufacturing an optically active hydroxymethylated compound that allows a silicon enolate represented by the following formula (Formula 1)
(in the formula, R5 to R7 represent hydrogen atoms, aliphatic hydrocarbon groups, monocyclic or polycyclic alicyclic hydrocarbon groups, monocyclic or polycyclic aromatic or aromatic-aliphatic hydrocarbon groups or heterocyclic groups, R5 and R7 are different, R6 is not a hydrogen atom, each R8 may be identical or different and represents a methyl group, ethyl group or isopropyl group) and formaldehyde to react in an aqueous solution or in a mixed solvent of water and an organic solvent or in a mixed solvent of water and organic solvents in the presence of a catalyst obtained by blending a ligand comprising a chiral bipyridine compound or its antipode and a Lewis acid represented by BiY3 (in the formula, Y represents a halogen atom, OAc, OCOCF3, ClO4, SbF6, PF6 or OSO2CF3).
[claim2]
4. A catalyst obtained by mixing a ligand comprising a chiral bipyridine compound or its antipode and Bi(OTf)3.
[claim3]
2. A method described in claim 1 wherein said ligand comprising the chiral bipyridine compound is represented by the following formula (Chemical Formula 2)
(in the formula R1 represents an alkyl group with four or fewer carbon atoms or a phenyl group).
[claim4]
3. The method described in claim 1 wherein the molar ratio represented by (said ligand comprising the chiral bipyridine compound or its antipode/said Lewis acid) is at least 2.5.
[claim5]
5. The method described in claim 2, wherein the molar ratio represented by (said ligand comprising the chiral bipyridine compound or its antipode/said Lewis acid) is at least 2.5.
[claim6]
6. The method described in claim 1, wherein a 2,2'-bipyridine is also added as an additive.
[claim7]
7. The method described in claim 2, wherein a 2,2'-bipyridine is also added as an additive.
[claim8]
8. The method described in claim 3, wherein a 2,2'-bipyridine is also added as an additive.
  • 発明者/出願人(英語)
  • KOBAYASHI SHU
  • MANABE KEI
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
参考情報 (研究プロジェクト等) ERATO KOBAYASHI Highly Functionalized Reaction Environments AREA
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