Asymmetric Transfer Hydrogenation of Aromatic Ketones

PURPOSE: An asymmetric hydrogen transfer reducing method of aromatic ketone compounds is provided, therefore the cost for reduction can be decreased because L-proline as a ligand is cheap, and the optical purity and reduction yield of aromatic ketone compounds can be maximized. CONSTITUTION: The asy...

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Hauptverfasser: JUNG, YEONG GEUN, RYU, HAE YUN, YOON, GWANG UI, YANG, SE IN, SUK, DONG GYU
Format: Patent
Sprache:eng ; kor
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Zusammenfassung:PURPOSE: An asymmetric hydrogen transfer reducing method of aromatic ketone compounds is provided, therefore the cost for reduction can be decreased because L-proline as a ligand is cheap, and the optical purity and reduction yield of aromatic ketone compounds can be maximized. CONSTITUTION: The asymmetric hydrogen transfer reducing method of aromatic ketone compounds is carried out in the presence of a ligand of formula(2), ruthenium(II) catalysts, and a reducing agent of formic acid or alkoxy metal salt. In the formula, R is phenyl, 1 or 2 fluoro or methoxy group substituted phenyl, or naphthalene; the ruthenium(II) catalyst is selected from (RuCl2Ph)2, (RuCl2(p-cvm))2 and (RuCl2(Me6C6))2; the mole ratio of ligand to ruthenium(II) used is 1:1 to 4:1; the volume ratio of formic acid to triethylamine is 1:2 to 2:1; the alkoxy metal salt is methoxy alkali metal salt, ethoxy alkali metal salt or propoxy alkali metal salt; the reducing solvent is selected from dimethylformaldehyde, dichloroethane and acetonitrile; and temperature of the reduction reaction is 20 to 50 deg. C. 본 발명은 방향족 케톤화합물의 비대칭 수소전이 환원방법에 관한 것으로서, 더욱 상세하게는 방향족 케톤화합물을 L-프롤린아미드의 리간드와 루테늄(Ⅱ) 촉매 및 개미산 또는 알콕시금속염의 환원제 존재하에서 높은 광학순도 및 수율로 비대칭 수소전이 환원하는 방법에 관한 것이다.