专利号:US-5484949-A 优先权日:1993-01-29 标题:Method for the synthesis of α β-unsaturated ketones 发明人:TSUKASHIMA KEIICHI; NAKAJIMA MASASHI; FUJIMARU MASAYOSHI; SUZUKI KENJI 权利人:NIPPON SODA CO 摘要:The present invention relates to a method for the synthesis of alpha , beta -unsaturated ketones which comprises, in the method for the synthesis of alpha , beta -unsaturated ketones represented by general formula reacting aldehydes represented by general formula R1CHO (where R1 is as defined above) with alkali metal salt of acetoacetic acid represented by general formula sence as a catalyst of 3-azabicyclo[3,2,2]nonane, a cyclic secondary amine represented by general formula (1) (1) a cyclic secondary amine represented by general formula (2) (2) (where, l is 1 or more and up to 6, a ring with N is a 6-membered, 7-membered or 8-membered ring, the two neighbors of N are methylene, R3 is a lower alkyl group, its substitution position is at a carbon atom other than two those adjacent to N, and is an alicyclic group or a phenol group), or a secondary amine represented by general formula (3) CH3NHCH2R4(3) in a mixuture solvent of water and water-insoluble organic solvent, while keeping the pH constant with mineral acid, and by adjusting an amount of water.
专利号:US-8299250-B2 优先权日:2007-10-18 标题:Chiral tridentate compounds, corresponding organometal complexes, method for preparing same and use of said compounds and complexes as ligands in asymmetrical catalysis 发明人:MAUDUIT MARC; RIX DIANE; CREVISY CHRISTOPHE; WENCEL JOANNA 权利人:MAUDUIT MARC; RIX DIANE; CREVISY CHRISTOPHE; WENCEL JOANNA; ECOLE NALE SUP ARTES METIERS; CENTRE NAT RECH SCIENT 摘要:The invention relates to a compound of the formula (I) or the formula (II) in which: W is an oxygen atom or a radical of the formula NH; X is hydrogen or an alkaline cation or a C1-C8 alkyl or a —(CH 2 ) n 3 —C(R 4 )(R 5 )(R 6 ) radical; X and R on the one hand and X and R 1 on the other hand may independently form an optionally substituted cycle with 5, 6 or 7 links. The invention also relates to complexes of said compounds with at least one metal selected from the group comprising copper, palladium, ruthenium, iridium and rhodium, and to a method for the synthesis of these compounds. These compounds and complexes can be used in various asymmetrical catalysis methods.
专利号:US-4355184-A 优先权日:1980-05-02 标题:Synthesis of α, β-unsaturated-ketones 发明人:KAKU TSUTOMU; KATSUURA KIYOSHI; SAWAKI MIKIO 权利人:NIPPON SODA CO 摘要:alpha , beta -unsaturated-ketones are synthesized by reacting with an aldehyde and an alkali metal salt of acetoacetic acid in the presence of an aliphatic secondary amine in the mixture of heterogeneous solvents producing an oil layer and a water layer.
专利号:US-8309742-B2 优先权日:2007-05-09 标题 :Use of the PigD protein for catalyzing 1,4-additions of 2-oxoalkanoates to α, β-unsaturated ketones 发明人:MUELLER MICHAEL; DRESEN CAROLA; RICHTER MICHAEL 权利人:MUELLER MICHAEL; DRESEN CAROLA; RICHTER MICHAEL; UNIV ALBERT LUDWIGS FREIBURG 摘要:The present invention relates to the preparation of compounds of the general formula II which can be obtained by 1,4 addition of 2-oxoalkanoates or 2-oxocarboxylic acids onto the appropriate ketones. The present invention also relates to the use of the PigD protein for catalysis of 1,4 additions of 2-oxoalkanoates/-carboxylic acids, for example pyruvate/pyruvic acid or 2-oxobutyrate/2-oxobutyric acid, onto aliphatic, aromatic and heterocyclic α,β-unsaturated ketones. The 1,4 additions are effected here with CO2 elimination. The use of the PigD protein as a catalyst in the aforementioned 1,4 additions enables the synthesis of addition products with stereoactive centers these addition products being preparable with an enantiomeric excess of more than 80% ee. The aliphatic, aromatic and heterocyclic α,β-unsaturated ketones which are suitable for the process are represented by the general formula I:
专利号:EP-0454867-A1 优先权日:1989-11-17 标 题:METHOD FOR SYNTHESIS OF KETONES -g (a), -g (b) -UNSATURATED.
专利号:WO-9107370-A1 优先权日:1989-11-17 标题:A METHOD FOR THE SYNTHESIS OF α, β-UNSATURATED KETONES
[参考文献]: Dong-Ping Li, Et Al. Organocatalytic C3-Selective Friedel-Crafts Alkylations Of Indoles With Alpha,Beta-Unsaturated Ketones. Chem Commun (Camb). 2006 Feb 21:(7):799-801.
合成参考文献
参考文献:10.1080/10412905.1991.9697930 摘要:Vernin G, Metzger J, Mondon J, Pieribattesti J. GC/MS Analysis of the Leaf Oil ofCryptomeria japonicaD. Don from Reunion Island. Journal of Essential Oil Research. 1991 Jul;3(4):197–207. doi: 10.1080/10412905.1991.9697930.