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1.

Вид документа : Статья из журнала
Шифр издания : 54/U 52
Автор(ы) : Bolgova A. I., Lugovik K. I., Subbotina J.O., Slepukhin P. A., Bakulev V. A., Belskaia N. P.
Заглавие : Unexpected result for the acylation of arylhydrazonoethanethioamides
Место публикации : Tetrahedron. - 2013. - Vol.69, №35. - С. 7423-7429
Примечания : Bibliogr. : p. 7429 (18 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): arylhydrazonoethanethioamides--amino groups--acylthioamides
Аннотация: The acylation of arylhydrazonoethanethioamides containing primary amino group did not yield acylthioamides as expected. Surprisingly, the cyclic 5-acylimino-2,5-dihydro-1,2,3-thiadiazoles were obtained. The formation of thiadiazoles in this reaction was explained by the higher ability of arylhydrazono-N-acylthioacetamide intermediates to be oxidized comparing to their precursors. The presence of pseudobicyclic aromatic structure in the reaction product was a main factor favoring the formation of 1,2,3-thiadiazole ring
\\\\expert2\\NBO\\Tetrahedron\\2013, v. 69, p. 7423.pdf
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2.

Вид документа : Статья из журнала
Шифр издания : 54/S 53
Автор(ы) : Shchepin V. V., Silaichev P. S., Kodess M. I.
Заглавие : Unexpected formation of 5-aryl-1-benzyl-4-methyl-3,4,2,3-tetrahydro-2,2-dioxospiro[chroman3,3-pyrrol]-4-yl acetates at acylation of 1-aryl-2-benzyl-1-hydroxy-9c-methyl-1,2,9b,9c-tetrahydro-5-oxa-2-azacyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones with acetic anhydride [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 5. - С. 778-779
Систем. требования: http://www.springerlink.com/content/vq2xt24357731j05/fulltext.pdf
Примечания : 1.11.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (5), 778.pdf
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3.

Вид документа : Статья из журнала
Шифр издания : 54/T 82
Автор(ы) : Rusinov V. L., Kozhevnikov D. N., Kovalev I. S., Chupakhin O. N., Aleksandrov G. G.
Заглавие : Transformations of 1,2,4-triazines in reactions with nucleophiles: IV. Nucleophilic substitution of hydrogen in 1,2,4-triazine 4-oxides under acylation conditions
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2000. - Vol. 36, № 7. - С. 1050-1060
Примечания : Bibliogr. : p. 1060 (13 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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4.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Vasil'eva E. B., Sevenard D. V., Khomutov O. G., Kuznetsova O. A., Karpenko N. S., Filyakova V. I.
Заглавие : Synthesis of trifluoroalkyl- and fluoroaryl-substituted 4,5-dihydro-1H-1,2,4-triazole-5-thiones [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 6. - С. 874-878
Систем. требования: http://www.springerlink.com/content/w8m465437339r162/fulltext.pdf
Примечания : Библиогр. : с. 878 (8 назв.). - 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 4-(4-fluorophenyl)-, 4-(4-trifluoromethoxyphenyl)-, 4-(3,4-difluorophenyl)-, 4-(4-trifluoromethylphenyl)-, 4-piperidino-, and 4-(3-pyridyl)thiosemicarbazides with esters gave the corresponding 3,4-disubstituted 4,5-dihydro-1H-1,2,4-triazole-5-thiones and their S-alkyl derivatives. Analogous reactions with methyl 2,2,3,3,4,4,5,5-octafluoropentanoate and 2,2,3,3,4,4,5,5-octafluoropentanenitrile afforded, respectively, the acylation and addition products.
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (6), 874.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Kisil' S. P., Kodess M. I., Burgart Ya. V., Saloutin V. I.
Заглавие : Synthesis of ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2000. - Vol. 49, № 6. - С. 1090-1092
Систем. требования: http://www.springerlink.com/content/635t33374141716x/fulltext.pdf
Примечания : 24.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Ethyl acetoacetate was acylated with 3,4,5-trifluoro-2,6-dimethoxybenzoyl chloride to give, for the first time, ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate and its copper chelate. The title compound was used for the synthesis of 6,7,8-trifluoro-5-hydroxy-2-methylchromone, 1-(3,4,5-trifluoro-2,6-dimethoxyphenyl)butane-1,3-dione, and its copper chelate
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2000, 49 (6), 1090.pdf
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6.

Вид документа :
Шифр издания : 54/S 98
Автор(ы) : Gruzdev D.A., Levit G. L., Kodess M. I., Krasnov V. P.
Заглавие : Synthesis of enantiomers of 6-nitro- and 6-amino-2-methyl-1,2,3,4-tetrahydroquinolines
Место публикации : Chemistry of Heterocyclic Compounds. - 2012. - Vol.48, №5. - С. 748-757
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): amides--diastereoisomers--enantiomers
Аннотация: Enantiomers of 2-methyl-6-nitro-1,2,3,4-tetrahydroquinoline have been obtained by kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline in acylation with acyl chlorides of N-protected amino acids followed by regioselective nitration of the diastereoisomeric amides and acidic hydrolysis. The introduction of a trifluoroacetyl protecting group into the position 1 of the enantio pure nitro compound followed by the reduction led to (S)-6-amino-2-methyl-1-trifluoroacetyl-1,2,3,4-tetra-hydroquinoline in a high yield
\\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2012, v.48, N 5, p.748-757.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Shchepin V. V., Silaichev P. S., Racitin A. R., Kodess M. I.
Заглавие : Synthesis of 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones and reaction thereof with acetic anhydride
Место публикации : Tetrahedron Letters. - 2006. - Vol. 47, № 4. - С. 557-560
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reaction of zinc enolates synthesized from 1-aryl-2,2-dibromoalkanones and zinc with 6-R-2-oxochromene-3-carboxylic acid N-benzylamide affords 8-R-9c-alkyl-1-aryl-2-benzyl-1-hydroxy-1,2,9b,9c-tetrahydro-5-oxa-2-aza-cyclopenta[2,3]cyclopropa[1,2-a]naphthalene-3,4-diones. Acylation of these compounds is accompanied by an unexpected rearrangement producing a sole geometrical isomer of 4?-alkyl-5?-aryl-1?-benzyl-3,4,2?,3?-tetrahydro-2,2?-dioxospiro[chroman-3,3?-pyrrol]-4-yl acetates
\\\\Expert2\\nbo\\Tetrahedron Letters\\2006, v. 47, p.557.pdf
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8.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Pryadeina M. V., Burgart Ya. V., Suslova K.I., Saloutin V. I.
Заглавие : Synthesis of 4-acyl(alkoxycarbonyl)-5-fluoroalkyl-3,5-dihydroxyfuran-2(5H)-ones [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2002. - Vol. 51, № 9. - С. 1727-1730
Систем. требования: http://www.springerlink.com/content/r395q34785j23816/fulltext.pdf
Примечания : 24.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 4-Acyl(alkoxycarbonyl)-5-fluoroalkyl-3,5-dihydroxyfuran-2(5H)-ones were obtained for the first time by the reactions of fluoroalkyl-containing 1,3-diketones and 3-oxo esters with oxalyl chloride
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2002, 51 (9), 1727.pdf
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9.

Вид документа : Статья из журнала
Шифр издания : 54/S 91
Автор(ы) : Levit G. L., Gruzdev D.A., Krasnov V. P., Chulakov E.N., Sadretdinova L. Sh., Ezhikova M. A., Kodess M. I., Charushin V. N.
Заглавие : Substituent effect on the stereoselectivity of acylation of racemic heterocyclic amines with N-phthaloyl-3-aryl-(S)-alanyl chlorides
Место публикации : Tetrahedron: Asymmetry . - 2011. - Vol. 22, № 2. - С. 185-189
Примечания : Bibliogr. : p. 189 (17ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The acylative kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using acyl chlorides of N-phthaloyl-(S)-phenylalanine, N-phthaloyl-3-(4-nitrophenyl)-(S)-alanine and N-phthaloyl-O-methyl-(S)-tyrosine as chiral resolving agents has been carried out. It is shown that the effectiveness of an acylative kinetic resolution depends on the electronic effects of substituents in the phenyl fragment of the acylating agent and increases as the electron-donating properties of the para-substituent (OMe H NO2) in phenyl fragment of N-phthaloyl-3-aryl-(S)-alanyl chlorides increase; conducting the process at a reduced temperature also contributes to an enhancement of the kinetic resolution
\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2011, v. 22, p.185.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2-and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Электронный ресурс]
Место публикации : Synthesis-Stuttgart. - 2015. - Vol. 47, № 22. - С. 3561-3572
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 3572 (11 ref). - 18.01.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 5,11-dihydroindolo[3,2-b]carbazoles --2-arylgly-oxals--acylation
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl- 6,12-di(hetero) aryl-substituted 5,11-dihydroindolo[3,2-b] carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b] carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline- containing indolo[3,2-b] carbazoles have been measured.
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11.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives [Электронный ресурс]
Место публикации : Synthesis (Germany). - 2015. - Vol.47, № 22. - С. 3561-3572
Систем. требования: https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0035-1560183
Примечания : Bibliogr. : p. . - 29.03.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): acylation--type heteroacenes--quinoxalines
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.
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12.

Вид документа : Статья из журнала
Шифр издания : 54/R 35
Автор(ы) : Irgashev R. A., Kazin N. A., Kim G. A., Rusinov G. L., Charushin V. N.
Заглавие : Regioselective C2- and C8-Acylation of 5,11-Dihydroindolo[3,2-b]carbazoles and the Synthesis of Their 2,8-Bis(quinoxalinyl) Derivatives
Место публикации : Synthesis (Germany). - 2015. - Vol. 47, № 22. - С. 3561-3572
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 5,11-dihydroindolo[3,2-b]carbazoles--acylation-- 2-arylglyoxals
Аннотация: An efficient approach for the double acetylation of 5,11-dihexyl-6,12-di(hetero)aryl-substituted 5,11-dihydroindolo[3,2-b]carbazoles with acetic anhydride in the presence of boron trifluoride etherate has been developed, thus affording the corresponding 2,8-diacetyl derivatives in good yields. A similar acylation has been shown to occur by the reaction of anhydrides of other carboxylic acids. Oxidation of the obtained 2,8-diacetyl derivatives with selenium dioxide takes place on heating or under microwave irradiation, thus resulting in the formation of the corresponding 2,8-diglyoxals. The latter proved to react with aromatic o-diamines to afford new indolo[3,2-b]carbazoles bearing quinoxalinyl fragments at C-2 and C-8. Major optical properties of quinoxaline-containing indolo[3,2-b]carbazoles have been measured.
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13.

Вид документа : Статья из журнала
Шифр издания : 54/N 89
Автор(ы) : Shcherbakov K. V., Bazhin D. N., Burgart Ya. V., Saloutin V. I.
Заглавие : Novel 3-acetyl-2-methyl-polyfluorochromones in reactions with amines and esters of amino acids [Электронный ресурс]
Место публикации : Chemistry of Heterocyclic Compounds. - 2015. - Vol. 51, № 11/12. - С. 961-968
Систем. требования: http://link.springer.com/article/10.1007/s10593-016-1805-y
Примечания : Bibliogr. : p. 967-968 (21 ref.). - 03.02.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): amine --acylation--chromone
Аннотация: Novel 3-acetyl-2-methyl-polyfluoro-4Н-chromen-4-ones were obtained via one-pot acylation of acetylacetone with polyfluorobenzoyl chlorides. These chromones were shown to form N-substituted 3-amino-1-[2-hydroxy(polyfluoro)phenyl]but-2-en-1-ones in reaction with aliphatic primary amines, esters of amino acids, and aqueous ammonia via opening of the pyrone ring and deacylation
\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2015, v.51, N 11-12, p. 961-968.pdf
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14.

Вид документа : Статья из журнала
Шифр издания : 54/K 81
Автор(ы) : Krasnov V. P., Gruzdev D.A., Levit G. L.
Заглавие : Nonenzymatic Acylative Kinetic Resolution of Racemic Amines and Related Compounds
Место публикации : European Journal of Organic Chemistry. - 2012. - Vol.2012, №8. - С. 1471-1493
Примечания : Bibliogr. : p. 1491-1493 (76 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): kinetic resolution--acylation--amines--amides
Аннотация: Acylative kinetic resolution of racemic amines occupies a highly important place among the methods for preparation of enantio enriched or pure amines. Nonenzymatic acylative kinetic resolution is usually carried out in the presence of chiral acyl-transfer catalysts or under the action of chiral enantio- or diastereoselective resolving agents. Recently, this line of investigations has been rapidly developed and very interesting results of design and synthetic application of both new catalysts and chiral acylating agents have been obtained. This microreview summarizes the recent advances in this area.
\\\\expert2\\NBO\\European Journal of Organic Chemistry\\2012, p.1471.pdf
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15.

Вид документа : Статья из журнала
Шифр издания : 54/K 49
Автор(ы) : Kisil' S. P., Burgart Ya. V., Saloutin V. I.
Заглавие : New Fluoroaryl-containing beta,beta'-Dioxoesters in the Synthesis of Fluorobenzopyran-2(4)-ones [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 10. - С. 1455-1462
Систем. требования: http://www.springerlink.com/content/kx6m35j2967226h7/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: For the first time were obtained ethyl 2-(2-methoxy-3,4,5,6-tetrafluorobenzoyl)-3-oxobutanoate and ethyl 2-pentafluorobenzoyl-3-oxobutanoate and their copper chelates. The compounds were prepared by acylation of ethyl acetoacetate with 2-methoxy-3,4,5,6-tetrafluoro- and pentafluorobenzoyl chlorides. Cyclization of these ,'-dioxoesters afforded substituted chromones. 2-Methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzes depending on reaction conditions either to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or to 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. Reaction with morpholine provided 7-substituted product, and with aqueous ammonia as a result of rearrangement forms 3-acetimidoyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter yields 3-acetyl-4-hydroxy-5-methoxy-6,7,8-triflu
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (10), 1455.pdf
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16.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Chupakhin O. N., Rusinov G. L., Itsikson N. A., Beresnev D. G., Fedorova O. V., Ovchinnikova I. G.
Заглавие : New 1,2,4-triazine-containing podands: synthesis and properties [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 10. - С. 2308-2313
Систем. требования: http://www.springerlink.com/content/v24571722318h186/fulltext.pdf
Примечания : 27.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A method of one-step C-C coupling of 1,5-bis(2,6-dimethylphenoxy)-3-oxapentane (1a) and 1,8-bis(2,6-dimethylphenoxy)-3,6-dioxaoctane (1b) with 3-methylthio- (2) and 3-amino-1,2,4-triazine (3) and 3-aryl-1,2,4-triazin-5-one (6-8) has been described. The reaction of compounds 1a,b with compounds 2 and 3 in the presence of trifluoroacetic acid results in the addition of the dimethylphenoxy group to the unsubstituted C(5) carbon atom of the triazine ring. The reactions of triazinones 6-8 with compounds 1a,b in a mixture of trifluoroacetic acid and organic anhydrides are accompanied by the acylation of the nitrogen atom adjacent to the reaction center and affords bis[(3-R-1-acyl-5-oxo-1,4,5,6-tetrahydro-1,2,4-triazin-6-yl)-2,6-dimethylphenoxy]-3-oxapentane or -3,6-dioxaoctane. The obtained adducts can smoothly be oxidized under mild conditions to form more stable products of nucleophilic hydrogen substitution in the triazine ring. The extraction and transport of Ca2+ and Mg2+ cations through an organic membrane by the compounds synthesized are discussed.
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (10), 2308.pdf
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17.

Вид документа : Статья из журнала
Шифр издания : 54/N 10
Автор(ы) : Gruzdev D.A., Vakarov S. A., Levit G. L., Krasnov V. P.
Заглавие : N-Tosyl-(S)-Prolyl Chloride in Kinetic Resolution of Racemic Heterocyclic Amines
Место публикации : Chemistry of Heterocyclic Compounds. - 2014. - Article in Press. - С. 1-13
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): h-[1,4]benzoxazine--acylation--amines
Аннотация: The kinetic resolution of racemic heterocyclic amines via acylation with N-tosyl-(S)-prolyl chloride was systematically investigated. It was established that racemic mixtures of aromatic amines could be resolved with high efficiency, while the acylation of 2- and 3-methylpiperidines occurred with low diastereoselectivity. A method for the preparation of enantiomerically pure (3 R)-7,8-difluoro-3-methyl-3,4-dihydro-2 H-[1,4]benzoxazine was developed
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18.

Вид документа : Статья из журнала
Шифр издания : 54/N 10
Автор(ы) : Krasnov V. P., Levit G. L., Kodess M. I., Charushin V. N., Chupakhin O. N.
Заглавие : N-Phthaloyl-(S)-alanyl chloride as a chiral resolving agent for the kinetic resolution of heterocyclic amines
Место публикации : Tetrahedron: Asymmetry . - 2004. - Vol. 15, № 5. - С. 859-862: ил.
Примечания : Библиогр.: с. 862 (7 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acylation of heterocyclic amines with N-phthaloyl-(S)-alanyl chloride under kinetic resolution conditions resulted in the predominant formation of (S,S)-amides. The diastereoselectivity of resolution depended heavily on the structure of the resolved amine.????
\\\\Expert2\\nbo\\Tetrahedron Asymmetry\\2004, v.15, p.859.pdf
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19.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Gruzdev D.A., Telegina A. A., Levit G. L., Krasnov V. P.
Заглавие : N-aminoacyl-3-amino-nido-carboranes as a group of boron-containing derivatives of natural amino acids
Место публикации : Journal of Organic Chemistry. - 2022. - Vol. 87, № 8. - С. 5437-5441
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new group of nido-carboranyl derivatives of natural (S)-amino acids containing from 9 to 18 boron atoms was obtained in good yields as a result of acylation of 3-amino-1,2-dicarba-closo-dodecaborane followed by deboronation. The proposed approach is convenient and based on the use of readily available reagents and is suitable for the synthesis of enantiopure nido-carboranyl derivatives of amino acids with various side chains, including water-soluble boron-containing amino acids (17 examples).
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20.

Вид документа : Статья из журнала
Шифр издания : Г/K 46
Автор(ы) : Chulakov E. N., Korolyova M. A., Sadretdinova L. S., Tumashov A. A., Kodess M. I., Levit G. L., Krasnov V. P.
Заглавие : Kinetic resolution of racemic 6-substituted 1,2,3,4-tetrahydroquinaldines with chiral acyl chlorides. Experiment and quantum chemical simulation
Место публикации : Russian chemical bulletin. - 2021. - Vol. 70, № 5. - С. 890-899
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A comparative study of the kinetic resolution (KR) of racemic 6-substituted 2-methyl-1,2,3,4-tetrahydroquinolines with acyl chlorides of (S)-naproxen, N-phthaloyl-(S)-leucine, and (R)-O-phenyllactic acid was carried out. The selectivity factors in the KR of racemic amines with acyl chlorides of (S)-naproxen and (R)-O-phenyllactic acid were shown to be approximately the same and higher than those for the KR of N-phthaloyl-(S)-leucyl chloride. The reasons for the stereodifferentiation in the KR of racemic tetrahydroquinaldines containing groups of different electronic properties by acyl chlorides of three different chiral acids were explained using the DFT method. The conditions for stabilizing π—π interactions of aromatic fragments of the reagents, which do not occur in the same form in the transition state and lead to the minor diastereoisomeric product, are created in the transition state of the faster acylation reaction with (S)-naproxen and (R)-O-phenyllactic acyl chlorides. In the case of the KR of 2-methyl-1,2,3,4-tetrahydroquinoline and 2-methyl-6-methoxy-1,2,3,4-tetrahydroquinoline with N-phthaloyl-(S)-leucyl chloride, the acylation diastereoselectivity is determined, most likely, by conformational factors. The individual (S)-enantiomer of 2-methyl-6-methoxy-1,2,3,4-tetrahydroquinoline of high optical purity was synthesized using the KR of the racemate with (S)-naproxen acyl chloride.
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