REACTION OF CERTAIN ALPHA,BETA-UNSATURATED TERPENIC OXIMES WITH SODIUM-NITRITE IN ACETIC-ACID - A FACILE SYNTHESIS OF ALLYLIC NITRO-COMPOUNDS Научная публикация
| Журнал |
Tetrahedron
ISSN: 0040-4020 |
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| Вых. Данные | Год: 1995, Том: 51, Номер: 6, Страницы: 1789-1808 Страниц : 20 DOI: 10.1016/0040-4020(94)01057-7 | ||||
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Реферат:
Reaction of nitrous acid with alpha,beta-unsaturated oximes having the structural fragment of 2-methyl-3-hydroxyimino-1-cyclohexene is described. A set of the oximes studied includes simple monocyclic derivatives (2-methyl-2-cyclohexenone oxime and carvone oxime) as well as more complex bicyclic compounds (car-2-en-4-one oxime and a-muurolen-3-one oxime). The reaction was shown to give allylic nitro compounds either with the retention of the carbon frame or with the rearranged skeleton. Chemical structure and stereochemistry of the products obtained are established by H-1, C-13 and N-14 NMR spectroscopy together with IR and UV data. Possible mechanisms of the reaction are discussed. Molecular mechanics and MNDO-calculations are used for the mechanistic study.
Библиографическая ссылка:
Tkachev A.V.
, Chibiryaev A.M.
, Denisov A.Y.
, Gatilov Y.V.
REACTION OF CERTAIN ALPHA,BETA-UNSATURATED TERPENIC OXIMES WITH SODIUM-NITRITE IN ACETIC-ACID - A FACILE SYNTHESIS OF ALLYLIC NITRO-COMPOUNDS
Tetrahedron. 1995. V.51. N6. P.1789-1808. DOI: 10.1016/0040-4020(94)01057-7 WOS Scopus РИНЦ OpenAlex
REACTION OF CERTAIN ALPHA,BETA-UNSATURATED TERPENIC OXIMES WITH SODIUM-NITRITE IN ACETIC-ACID - A FACILE SYNTHESIS OF ALLYLIC NITRO-COMPOUNDS
Tetrahedron. 1995. V.51. N6. P.1789-1808. DOI: 10.1016/0040-4020(94)01057-7 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 февр. 1995 г. |
Идентификаторы БД:
| Web of science: | WOS:A1995QG19400020 |
| Scopus: | 2-s2.0-0028815974 |
| РИНЦ: | 31160424 |
| OpenAlex: | W2020790723 |