5669-16-9Relevant articles and documents
Synthesis and olfactory evaluation of optically active β-alkyl substituted γ-lactones and whiskey lactone analogues
Kato, Daiki,Kawasaki, Masashi,Morita, Yuko,Okada, Takuya,Tanaka, Yasuo,Toyooka, Naoki
, (2020/02/22)
Optically active β-alkyl substituted γ-lactones and whiskey lactone analogues were synthesized, and the odor properties were evaluated. During the preparation of the chiral intermediates, we found good reaction conditions for the highly enantioselective esterification of 3-arylmethyl-2-methyl-1-propanols to kinetically resolve them. The results of the olfactory evaluations of the synthesized lactones revealed that the alkyl groups on the γ-lactone rings played an important role for the odor profiles.
Styrene-acrylic acid synthetic method of the compound
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Paragraph 0030; 0046; 0051; 0052, (2017/05/02)
The invention discloses a method for directly achieving direct arylation reaction of benzene and carbonyl beta-bite sp3C-H bonds employing palladium acetate as a catalyst under the action of bidentate guide base, so as to synthesize a phenylpropionic acid compound. The method comprises the following steps: sequentially adding a 2-propionamido-pyridine-1-oxide, palladium acetate, gibbsite dipotassium phosphate, an aryl iodide compound and dimethylsulfoxide to a shrek tube in an air atmosphere, and reacting for 20-30 hours; after the reaction is ended, cooling to a room temperature, extracting, drying, concentrating and carrying out chromatographic separation to obtain an arylated product; dissolving the obtained arylated product into an ethanol solution of NaOH and reacting for 20-30 hours; and after reaction is ended, neutralizing, extracting, drying, concentrating and carrying out column chromatography to obtain the phenylpropionic acid compound. The method is mild in reaction condition, and good in functional group tolerance; an external additive is not needed; and the carbonyl beta-bite sp3C-H bonds in the 2-propionyl aminopyridine-1-oxide can be directly arylated.
A method to prepare optically active acyclic α-benzyl ketones by thermodynamically controlled deracemization
Kaku, Hiroto,Imai, Takahiro,Kondo, Risa,Mamba, Shiho,Watanabe, Yu,Inai, Makoto,Nishii, Takeshi,Horikawa, Mitsuyo,Tsunoda, Tetsuto
supporting information, p. 8208 - 8213 (2014/01/06)
Thermodynamically controlled deracemization of some acyclic ketones bearing a chiral center at the position α to the carbonyl group was satisfactorily achieved. Acyclic ketones with high optical purities could be isolated after treatment of the racemic ketones with base in aqueous MeOH in the presence of (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[5. 4]decane (1a). The efficiency of the deracemization was appreciably influenced by the ratio of H2O/MeOH used as solvent. Racemic ketones bearing a chiral center at the position α to the carbonyl group were converted into optically active ketones in the presence of TADDOL-type host molecule 1a in H2O/MeOH in suspension in basic media. Copyright
