Диссертация (1150389), страница 29
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– Vol. 17. – P. 2680-2683.[91] Wang, X. Asymmetric Formal [3 + 3]-Cycloaddition Reactions of Nitrones withElectrophilic Vinylcarbene Intermediates / X. Wang, X. Xu, P. Y. Zavalij, M. P. Doyle, // J. Am.Chem. Soc. – 2011. – Vol. 133. – P. 16402-16405.[92] Qin, C. Rh2(R‑TPCP)4‑Catalyzed Enantioselective [3+2]-Cycloaddition between Nitronesand Vinyldiazoacetates / C. Qin, H. M.
L. Davies // J. Am. Chem. Soc. – 2013. – Vol. 135 – P.14516-14519.[93] Qian, Yu. Rhodium(II)- and Copper(II)-Catalyzed Reactions of Enol Diazoacetates withNitrones: Metal Carbene versus Lewis Acid Directed Pathways / Yu. Qian, X. Xu, X. Wang, P.J.
Zavalij, W. Hu, M. P. Doyle // Angew. Chem. Int. Ed. – 2012. – Vol. 51. – P. 5900-5903.[94] Xu, X. Multifunctionalized 3-Hydroxypyrroles in a Three-Step, One-Pot Cascade Processfrom Methyl 3-TBSO-2-diazo-3-butenoateand Nitrones / X. Xu, M. O. Ratnikov, P. J. Zavalij,M. P. Doyle // Org. Lett. – 2011. – Vol. 13. – P. 6122-6125.[95] Xu, X. A donor–acceptor cyclopropene as a dipole source for a silver(I) catalyzedasymmetric catalytic [3+3]-cycloaddition with nitrones / X.
Xu, P. J. Zavalij, M. P. Doyle //Chem. Commun. – 2013. – Vol. 49. – P. 10287-10289.[96] Cheng, Q.-Q. Copper-Catalyzed Divergent Addition Reactions of Enoldiazoacetamides withNitrones / Q.-Q. Cheng, J. Yedoyan, H. Arman, M. P. Doyle // J. Am. Chem. Soc. – 2016. – Vol.138. – P. 44-47.[97] Qian, Y. Bicyclic Pyrazolidinone Derivatives from Diastereoselective Catalytic [3 + 3]Cycloaddition Reactions of Enoldiazoacetates with Azomethine Imines / Y. Qian, P. J.
Zavalij,W. Hu, M. P. Doyle // Org. Lett. – 2013. – Vol. 15. – P. 1564-1567.146[98] Xu, X. Highly Selective Catalyst-Dependent Competitive 1,2-C→C, -O→C, and -N→CMigrations from β-Methylene-β-silyloxy-β-amido-α-diazoacetates / X. Xu, Y. Qian, P. J. Zavalij,M. P. Doyle // J. Am. Chem. Soc. – 2013. – Vol. 135. – P. 1244-1247.[99] Xu, X. Highly Enantioselective Dearomatizing Formal [3+3] Cycloaddition Reactions of NAcyliminopyridinium Ylides with Electrophilic Enol Carbene Intermediates / X. Xu, P. J.Zavalij, M.
P. Doyle // Angew. Chem. Int. Ed. – 2013. – Vol. 52. – P. 12664-12668;[100] Tong, M.-C. Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Two Different Ylides:Facile Access to Chiral 1,2,4-Triazinane Frameworks / M.-C. Tong, X. Chen, H.-Y. Tao, C.-J.Wang // Angew. Chem. Int. Ed. – 2013. – Vol. 52. – P. 12377-12380.[101] Guo, H. Enantioselective Copper-Catalyzed [3+3] Cycloaddition of Azomethine Ylideswith Azomethine Imines / H. Guo, H. Liu, F.-L.
Zhu, R. Na, H. Jiang, Y. Wu, L. Zhang, Z. Li,H. Yu, B. Wang, Y. Xiao, X.-P. Hu, M. Wang // Angew. Chem. Int. Ed. – 2013. – Vol. 52. – P.12641-12645.[102] Bogdal, D. Synthesis of Vinyl Monomers With Active Azaaromatic Groups. Phasetransfer Catalytic Approach / D. Bogdal, K. Jaskot // Synth.
Comm. – 2000. – Vol. 30. – P. 33413352.[103] Coda, A. C. Simplified synthesis of aromatic hydroximic acid chlorides / A. C. Coda, G.A. Tacconi // Gazz. Chim. Ital. – 1984. – Vol. 114. – P. 131-135.[104] Kozikowski, A. P. Methods for the Stereoselective Cis-Cyanohydroxylation andCarboxyhydroxylation of Olefins / A. P. Kozikowski, M. Adamczyk // J. Org. Chem. – 1983. –Vol. 48. – P. 366-372.[105] Shao, Ch. Copper(I) Acetate-Catalyzed Cycloaddition between Azomethine Imines andPropiolates under Additive-Free Conditions / Ch.
Shao, Q. Zhang, G. Cheng, Ch. Cheng, X.Wang, Y. Hu // Eur. J. Org. Chem. – 2013. – Vol. 2013. – P. 6443–6448.[106] Wheeler, O. H. Absorption Spectra of Azo- and Related Compounds. II. SubstitutedPhenylnitrones/ O. H. Wheeler, P. H. Gore, // J. Am. Chem. Soc. – 1956. – Vol. 78 – P. 33633366.[107] Gautheron-Chapoulaud, V. One-pot synthesis of functionalized nitrones from nitrocompounds/ V.
Gautheron-Chapoulaud, S. U. Pandya, P. Cividino, G. Masson, S. Py, Y. Vallée// Synlett. – 2001. – Vol. 8. – P. 1281-1283.[108]Молчанов,А.П.регио-истереоселективностьциклоприсоединенияС-амидонитронов к эфирам метиленциклопропандикарбоновых кислот/ А. П. Молчанов,T. Q. Tran, Р. Р. Костиков // ЖОрХ. – 2011. – Т. 47. – С. 277-283.147[109] Tomioka, Y. Synthesis and 1,3-dipolar cycloaddition reactions of N-Aryl-C,Cdimethoxycarbonylnitrones / Y. Tomioka, C. Nagahiro, Y.
Nomura, H. Maruoka // J.Heterocyclic Chem. – 2003. – Vol. 40. – P. 121–127.[110] Efremova, M. M. A highly efficient [3+2] cycloaddition of nitrile oxides and azomethineimines to N-vinylpyrroles / M. M. Efremova, A. P. Molchanov, A. V. Stepakov, R. R. Kostikov,V. S. Shcherbakova, A. V. Ivanov // Tetrahedron. – 2015. – Vol.
71. – P. 2071-2078.[111] Domingo, L. R. Understanding the molecular mechanism of the [3+2] cycloadditionreaction of benzonitrile oxide toward electron-rich N-vinylpyrrole: a DFT study / L. R.Domingo, S. Emamian, M. Salami, M. Rios-Gutiérrez // J. Phys. Org. Chem. – 2016. – Vol. 29.– P. 368-379.[112] Wong, S. S. Y. Dipolar addition to cyclic vinyl sulfones leading to dual conformationtricycles/ S. S. Y. Wong, M. G. Brant, C.
Barr, A. G. Oliver, J. E. Wulff // Beilstein J. Org.Chem. – 2013. – Vol. 9. – P. 1419–1425.[113] Rios-Gutiérrez, M. A DFT study of [3 + 2] cycloaddition reactions of an azomethine iminewith N-vinyl pyrrole and N-vinyl tetrahydroindole / M. Rios-Gutiérrez, F. Chafaa, A. K.Nacereddine, A. Djerourou, L. Domingo // J. Mol. Graph. Model. – 2016.
– Vol. 70. – P. 296304.[114] Molchanov, A. P. A Highly Efficient and Stereoselective Cycloaddition of Nitrones to NVinylpyrroles / A. P. Molchanov, R. S. Savinkov, A. V. Stepakov, G. L. Starova, R. R. Kostikov,V.S. Barnakova, A.V. Ivanov // Synthesis. – 2014. – Vol. 46. – P. 771-780.[115] L. Bruche, Indoles as Dipolarophiles toward 3,5-Dichloro-2,4,6-trimethylbenzonitrileOxide / L. Bruche, G. Zecchi // J. Org. Chem. – 1983. – Vol. 48. – P. 2772-2773.[116] Caramella, P. Cycloadditions Of Nitrile Oxides To Indoles. Reactivity AndRegiochemistry / P.
Caramella, A. Coda Corsico, A. Corsaro, D. Del Monte, F.M. Albini //Tetrahedron. – 1982. – Vol. 38. – P. 173-182.[117] Malamidou-Xenikaki, E. Synthesis of Heterocyclic Propellanes by 1,3-DipolarCycloaddition of 2,6-Dichlorobenzonitrile Oxide to 2,3-Fused Indoles. Catalytic Hydrogenationof the Cycloadducts / E. Malamidou-Xenikaki, E. Coutouli-Argyropoulou // Liebigs Ann. Chem.– 1992. – P.
75-78.[118] Cho, S. Yu. Protein Tyrosine Phosphatase 1B Inhibitors: Heterocyclic Carboxylic Acids /S. Yu. Cho, J. H. Ahn, J. D. Ha, S. K. Kang, J. Y. Baek, S. S. Han, E. Y. Shin, S. S. Kim, K. R.Kim, H. G. Cheon, J.-K. Choi // Bull. Korean Chem. Soc. – 2003. – Vol. 24. – P. 1455-1464.[119] Laude, B. Cycloadditions dipolaires-1,3 II. Addition des diarylnitrilimines au N-methylindole. Etude expérimentale et essai d'interprétation / B. Laude, M. Soufiaoui, J.
J. Arriau //Heterocycl. Chem. – 1977. – Vol. 14. – P. 1183-1190.148[120] Benincori, T. Rate enhancement of 1,3-dipolar cycloaddition of N-methylindole: thesingular role of Grignard reagents / T. Benincori, F. Sannicolo, L. Trimarco, L. Bonati, S.Grandi, D. Pitea, C. Gatti // J. Phys. Org. Chem. – 1998. – Vol. 11. – P. 455-466.[121] Liu, H. Catalytic C6 Functionalization of 2,3-Disubstituted Indoles by Scandium Triflate /H.
Liu, C. Zheng, S-L. You // J. Org. Chem. – 2014. – Vol. 79. – P. 1047-1045.[122] Awata, A. PyBidine/Copper Catalyst: Asymmetric exo′-Selective [3+2] Cycloadditionusing Imino Ester and Electrophilic Indole / A. Awata, T. Arai // Angew. Chem. Int. Ed. – 2014.– Vol. 53.
– P. 10462-10465.[123] Gerten, A. L. Enantioselective dearomative [3 + 2] cycloadditions of indoles withazomethine ylides derived from alanine imino esters / A. L. Gerten, L. M. Stanley // Org. Chem.Front. – 2016. – Vol. 3. – P. 339-343.[124] Mejía-Oneto, J. M. Application of the Rh(II) Cyclization/Cycloaddition Cascade for theTotal Synthesis of (±)-Aspidophytine / J. M. Mejía-Oneto, A. Padwa // Org. Lett. – 2006.
– Vol.8. – P. 3275-3278.[125] Yuan, Z. Q. Total Synthesis of Natural (−)- and ent-(+)-4-Desacetoxy-6,7dihydrovindorosine and Natural and ent-Minovine: Oxadiazole Tandem IntramolecularDiels−Alder/1,3-Dipolar Cycloaddition Reaction / Z. Q. Yuan, H. Ishikawa, D. L. Boger // Org.Lett. – 2005. – Vol. 7.
– P. 741-744.[126] Choi, Y. Total Synthesis of (−)- and ent-(+)-Vindoline / Y. Choi, H. Ishikawa, J. Velcicky,G. I. Elliott, M. M. Miller, D. L. Boger // Org. Lett. – 2005. – Vol. 7. – P. 4539-4542.[127] Ishikawa, H. Total Synthesis of (−)- and ent-(+)-Vindoline and Related Alkaloids / H.Ishikawa, G. I. Elliott, J. Velcicky, Y. Choi, D. L. Boger // J. Am. Chem. Soc. – 2006. – Vol.128.
– P. 10596-10612.[128] Berini, C. Efficient stereoselective nucleophilic addition of pyrroles to chiral nitrones / C.Berini, F. Minassian, N. Pelloux-Léon, J.-N. Denis, Y. Vallee, C. Philouze // Org. Biomol.Chem. – 2008. – Vol. 6. – P. 2574-2586.[129] Chalaye-Mauger, H. The Reactions of Nitrones with Indoles / H.
Chalaye-Mauger, J.-N.Denis, M. T. Averbuch-Pouchot, Y. Vallée // Tetrahedron. – 2000. – Vol. 56. – P. 791-804.[130] David, M. Synthesis and crystal structure of (R,4R)-3-[(N-benzyl-N-hydroxy-amino)-(1Hindol-3-yl)-methyl]-oxazolidin-2-one / M. David, J.-N.
Denis, C. Philouze, A. Durif, Y. Vallée //C. R. Chimie. – 2004. – Vol. 7. – P. 41-44.[131] Berini, C. The reaction of nitrones with pyrroles and furan: an easy access toheteroaromatic hydroxylamines and bis(heteroaryl)alkanes / C. Berini, F. Minassian, N. PellouxLéon, Y. Vallée // Tetrahedron Lett. – 2005. – Vol.
46. – P. 8653-8656.149[132] Denis, J.-N. The Reaction of Nitrones with Indoles. Synthesis of asymmetricaldiindolylalcanes / J.-N. Denis, H. Mauger, Y. Vallée // Tetrahedron Lett. – 1997. – Vol. 38. – P.8515-8518.[133] Burchak, O. N. Synthesis and evaluation of 1-(1H-indol-3-yl)ethanamine derivatives asnew antibacterial agents / O. N. Burchak, E. Le Pihive, L. Maigre, X. Guinchard, P. Bouhours,C.
Jolivalt, D. Schneider, M. Maurin, C. Giglione, T. Meinnel, J.-M. Paris, J.-N. Denis // Bioorg.Med. Chem. – 2011. – Vol. 19. – P. 3204-3215.[134] Murat-Onana, M. L. An efficient method for the synthesis of unsymmetrical 2,2'bis(pyrrolyl)alkanes / M. L. Murat-Onana, C. Berini, F. Minassian, N. Pelloux-Léon, J.-N. Denis// Org. Biomol. Chem.