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| Название: | Highly diastereoselective 1,3-dipolar cycloaddition of nonstabilized azomethine ylides to 3-nitro-2-trihalomethyl-2H-chromenes: Synthesis of 1-benzopyrano[3,4-c]pyrrolidines |
| Авторы: | Korotaev, V. Y.
Barkov, A. Y.
Moshkin, V. S.
Matochkina, E. G.
Kodess, M. I.
Sosnovskikh, V. Y. |
| Дата публикации: | 2013 |
| Библиографическое описание: | Highly diastereoselective 1,3-dipolar cycloaddition of nonstabilized azomethine ylides to 3-nitro-2-trihalomethyl-2H-chromenes: Synthesis of 1-benzopyrano[3,4-c]pyrrolidines / V. Y. Korotaev, A. Y. Barkov, V. S. Moshkin [et al.] // Tetrahedron. — 2013. — Vol. 69. — № 40. — P. 8602-8608. |
| Аннотация: | Reactions of 3-nitro-2-trifluoro(trichloro)methyl-2H-chromenes, including 2-unsubstituted derivatives, with N-alkyl-α-amino acids (sarcosine, proline) and paraformaldehyde proceed diastereoselectively to give 1-benzopyrano[3,4-c]pyrrolidines in good yields as a result of a 1,3-dipolar cycloaddition of the intermediate nonstabilized azomethine ylide at the Δ3-bond of the chromene system. © 2013 Elsevier Ltd. All rights reserved. |
| Ключевые слова: | 1,3-DIPOLAR CYCLOADDITION
1-BENZOPYRANO[3,4-C]PYRROLIDINES
3-NITRO-2H-CHROMENES
NONSTABILIZED AZOMETHINE YLIDES
2 BROMO 6A NITRO 6 (TRICHLOROMETHYL) 6,6A,6B,7,8,9,11,11A OCTAHYDROCHROMENO[3,4 A]PYRROLIZINE
2 BROMO 6A NITRO 6 (TRIFLUOROMETHYL) 6,6A,6B,7,8,9,11,11A OCTAHYDROCHROMENO[3,4 A]PYRROLIZINE
2 METHYL 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE 3A CARBONITRILE
2 METHYL 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
2 METHYL 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
2 METHYL 3A,8 DINITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 3A,8 DINITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
2 METHYL 3A,8 DINITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 3A,8 DINITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
2 METHYL 8 METHOXY 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 8 METHOXY 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
2 METHYL 8 METHOXY 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
2 METHYL 8 METHOXY 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
6A NITRO 6 (TRIFLUOROMETHYL) 6,6A,6B,7,8,9,11,11A OCTAHYDROCHROMENO[3,4 A]PYRROLIZINE
6A NITRO 6 PHENYL 6,6A,6B,7,8,9,11,11A OCTAHYDROCHROMENO[3,4 A]PYRROLIZINE
8 BROMO 2 METHYL 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
8 BROMO 2 METHYL 3A NITRO 4 (TRICHLOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
8 BROMO 2 METHYL 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE
8 BROMO 2 METHYL 3A NITRO 4 (TRIFLUOROMETHYL) 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE OXALATE
AZOMETHINE YLIDE
CHROMENE DERIVATIVE
METHYL 2 METHYL 1,2,3,3A,4,9B HEXAHYDROCHROMENO[3,4 C]PYRROLE 3A CARBOXYLATE
PARAFORMALDEHYDE
PYRROLIDINE DERIVATIVE
UNCLASSIFIED DRUG
ARTICLE
CONTROLLED STUDY
CYCLOADDITION
DRUG SYNTHESIS
PRIORITY JOURNAL
STEREOCHEMISTRY
TRIFLUORO |
| URI: | http://elar.urfu.ru/handle/10995/27144 |
| Идентификатор SCOPUS: | 84882875236 |
| Идентификатор WOS: | 000323873100009 |
| Идентификатор PURE: | 858947 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2013.07.080 |
| Располагается в коллекциях: | Научные публикации ученых УрФУ, проиндексированные в SCOPUS и WoS CC
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