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Общее количество найденных документов : 35
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1.

Вид документа : Статья из журнала
Шифр издания : 54
Автор(ы) : Chulakov E.N., Gruzdev D.A., Levit G. L., Sadretdinova L. Sh., Krasnov V. P., Charushin V. N.
Заглавие : 2-Arylpropionyl chlorides in kinetic resolution of racemic 3-methyl-2,3-dihydro-4H-[1,4]benzoxazines
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 948-954
Примечания : Bibliogr. : p. 953-954 (34 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): kinetic resolution--acyl chlorides--enantiomers
Аннотация: Kinetic resolution of racemic 3 methyl 2,3 dihydro 4H [1,4]benzoxazines in the reaction with chiral 2 arylpropionyl chloride predominantly yielded R*,R* diastereomers. Ibuprofen acyl chloride as acylating agent was found to be more selective and sensitive to the changes in the reaction temperature as compared to naproxen acyl chloride and 2 phenylpropionyl chloride
\\\\expert2\\NBO\\Russian Chemical Bulletin\\2011, 60 (5), 948-954.pdf
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2.

Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Gruzdev D.A., Chulakov E.N., Levit G. L., Ezhikova M. A., Kodess M. I., Krasnov V. P.
Заглавие : A comparative study on the acylative kinetic resolution of racemic fluorinated and non-fluorinated 2-methyl-1,2,3,4-tetrahydroquinolines and 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines
Место публикации : Tetrahedron: Asymmetry . - 2013. - Vol.24, №19. - С. 1240-1246
Примечания : Bibliogr. : p. 1246 (21 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): racemic fluorinated --1,2,3,4-tetrahydroquinolines--benzoxazines
Аннотация: The acylative kinetic resolution of racemic 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline, 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine, and their non-fluorinated analogues with (S)-naproxen and N-phthaloyl-(S)-amino acyl chlorides has been carried out. It has been shown that the presence of fluorine atoms in the aromatic fragment of a heterocyclic amine results in the increasing stereoselectivity of acylation with (S)-naproxen acyl chloride and in a decrease in the efficiency of acylative kinetic resolution using N-phthaloyl-(S)-amino acyl chlorides. A method for the preparation of enantiopure (S)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline (ee 99%) was developed
\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2013, in Press, Corr. Proof, 4 Sept.pdf
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3.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/A 19
Автор(ы) : Gruzdev D.A., Levit G. L., Chulakov E.N., Sadretdinova L. Sh., Matveeva T. V., Il"ichyova E.A., Krasnov V. P.
Заглавие : Acylactive kinetic resolution of racemic heterocyclic amines using amino acids derivatives : доклад, тезисы доклада
Место публикации : Fifth International Conference on Organic Chemistry for young Scientists (InterYCOS-2009) "Universities Contribution in the Organic Chemistry Progress", devoted to the 175 th anniversary of D.I.Mendeleevs birthday and 80th anniversary of the Chemistry department of St. Petersburg State University foundation, Saint-Petersburg, 22-25 june 2009 : abstr. - СПб., 2009. - С. 45 (1-11)
Примечания : Bibliogr. : p. 46 (9 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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4.

Вид документа : Статья из журнала
Шифр издания : 54/A 19
Автор(ы) : Gruzdev D.A., Levit G. L., Krasnov V. P., Chulakov E.N., Sadretdinova L. Sh., Grishakov A. N., Ezhikova M. A., Kodess M. I., Charushin V. N.
Заглавие : Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides
Место публикации : Tetrahedron: Asymmetry . - 2010. - Vol. 21, № 8. - С. 936-942
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent
\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2010, v. 21, p.936.pdf
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5.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/A 19
Автор(ы) : Gruzdev D.A., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : Acylative kinetic resolution of racemic amines with N-protected (S)-amino acyl chlorides
Место публикации : 18th European Symposium on Organic Chemistry ESOC-2013, Marseille, France, 7-12 July 2013 : book of abstracts. - Marseille (France) , 2013. - С. 244 (P1-184)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): racemic amines--chlorides--acylative kinetic resolution
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6.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/A 19
Автор(ы) : Krasnov V. P., Levit G. L., Kozhevnikov D. N., Kodess M. I., Gruzdev D.A., Chulakov E.N., Charushin V. N.
Заглавие : Acylative kinetic resolution of racemic amines with profens and amino acids derivatives
Место публикации : International Congress on Organic Chemistry, dedicated to the 150-th anniversary of the Butlerov's Theory of Chemical Structure of Organic Compounds, Kazan, September 18-23, 2001 : book of abstr. - Kazan, 2011. - С. 85
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): kinetic resolution--s-amines--racemic amines
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7.

Вид документа : Статья из журнала
Шифр издания : 54/A 19
Автор(ы) : Vakarov S. A., Gruzdev D.A., Chulakov E.N., Sadretdinova L. Sh., Tumashov A. A., Pervova M. G., Ezhikova M. A., Kodess M. I., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : Acylative kinetic resolution of racemic heterocyclic amines with (R)-2-phenoxypropionyl chloride
Место публикации : Tetrahedron: Asymmetry . - 2016. - Vol. 27, № 24. - С. 1231-1237
Примечания : Bibliogr. : p. 1236-1237 (15 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): heterocyclic amines --benzoxazines-- 2-methylindoline--kinetic resolution
Аннотация: The acylative kinetic resolution of racemic heterocyclic amines such as 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines, 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine, 2-methyl-1,2,3,4-tetrahydro-quinolines and 2-methylindoline with enantiopure (R)-2-phenoxypropionyl chloride has been studied. It has been found that acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine proceeds with the best stereoselectively when compared with other racemic amines. An efficient method for the preparation of (S)-3,4-dihydro-3-methyl-2H-[1,4]benzothiazine (99.4% ee) via a kinetic resolution protocol was developed. The possibility of recycling (R)-2-phenoxypropionic acid has been demonstrated.
\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2016, v. 27, p.1231.pdf
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8.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Gruzdev D.A., Vakarov S. A., Korolyova M. A., Tumashov A. A., Chulakov E.N., Ezhikova M. A., Kodess M. I., Levit G. L., Krasnov V. P., Bartashevich E. V.
Заглавие : Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate
Место публикации : Organic & biomolecular chemistry. - 2022. - Vol. 20, № 4. - С. 862-869
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The diastereoselective acylation of a number of racemic methyl-substituted cyclic alkylamines with active esters of 2-phenoxypropanoic acid was studied in detail. The ester of (R)-2-phenoxypropanoic acid and N-hydroxysuccinimide was found to be the most selective agent. The highest stereoselectivity was observed in the kinetic resolution of racemic 2-methylpiperidine in toluene at −40 °C (selectivity factor s = 73) with the predominant formation of (R,R)-amide (93.7% de). To explain the observed stereoselectivity, DFT modelling of the transition states in the reactions of the title acylating agent with 2-methylpiperidine and 2-methylpyrrolidine was performed. The calculated values were in good agreement with experimental data. It has been demonstrated that the acylation proceeds via a concerted mechanism, in which the addition of an amine occurs simultaneously with the elimination of the hydroxysuccinimide fragment. The high stereoselectivity of the (R,R)-amide formation is largely ensured by the lower steric hindrances in the transition states as compared to the formation of (R,S)-amide.
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9.

Вид документа : Статья из журнала
Шифр издания : 54/A 48
Автор(ы) : Belykh D.V., Tarabukina I.S., Gruzdev D.A., Kodess M. I., Kutchin A.V.
Заглавие : Aminomethylation of chlorophyll a derivatives using bis(N,N-dimethylamino) methane
Место публикации : Journal of Porphyrins and Phthalocyanines. - 2009. - Vol. 13, № 7-8. - С. 949-956
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Bis(N,N-dimethylamino)methane has been shown to be a convenient reagent for the aminomethylation of chlorophyll a derivatives. Methylpheophorbide a (in enol form) and chlorin e6 13-amides were aminomethylated with bis(N,N-dimethylamino)methane. Reactivity of methylpheophorbide a exo-ring and chlorin e6 13-amides vinyl group were shown to be different. Selective methylpheophorbide a exo-ring aminomethylation was realized and isomerization of the exo-ring aminomethylation product with rhodochlorin 15-acrylic derivative formation was studied. The action of bis(N,N- dimethylamino)-methane in the presence of weak acid has been shown to be a simple and effective synthetic procedure to obtain a new chlorin e6 derivative with two N,N-dimethylaminomethyl substituents in the vinyl group. The aminomethylation products' high yields, the simplicity of the procedure, the use of metal-free chlorines and the possible synthesis of new compounds, were found to be the main advantages of using bis(N,N-dimethylamino)methane as an aminomethylation reagent in chlorophyll a derivatives' chemistry
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10.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/B 60
Автор(ы) : Eletskaya B. Z., Gruzdev D.A., Vigorov A. Yu., Konstantinova I. D., Levit G. L., Krasnov V. P., Charushin V. N., Miroshnikov A. I.
Заглавие : Biotechnological synthesis of new nucleosides based on 2-aminopurine with a bulky 7,8-difluoro-3,4-dihydro-3-methyl-2 h-[1,4]benzoxazine residue at C6 position [Электронный ресурс]
Место публикации : FEBS Journal. - 2015. - Vol. 282, № S1: 40th Congress of the Federation-of-European-Biochemical-Societies (FEBS) - The Biochemical Basis of Life, Berlin, Germany, Jul 04-09 2015. - С. 162
Систем. требования: http://apps.webofknowledge.com/
Примечания : 18.01.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): biotechnological synthesis --2-aminopurine --nucleosides
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