Reaction of levoglucosenone with diazocyclopropane Научная публикация
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Вых. Данные | Год: 2009, Том: 58, Номер: 9, Страницы: 1927-1933 Страниц : 7 DOI: 10.1007/s11172-009-0263-4 | ||
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Реферат:
Depending of the reaction conditions, reaction of levoglucosenone with diazocyclopropane generated in situ from N-cyclopropyl- N-nitrosourea under the action of bases involved either the carbonyl group to give oxaspiropentane (MeONa/MeOH, s-30 °C), or the double C=C bond to give l-pyrazoline (K2CO3, CH2Cl2, 5 °C). The latter readily reacted with diazocyclopropane at the C=O group or added as a C-nucleophile in a regio-and stereoselective Michael reaction to the C=C bond of levoglucosenone. The direction of reaction depended on the reactant ratio. The reaction of the levoglucosenone—diazomethane adduct with an excess of levoglucosenone in the presence of a base yielded similar product bearing two levoglucosenone moieties.
Библиографическая ссылка:
Rafikov R.R.
, Novikov R.A.
, Shulishov E.V.
, Konyushkin L.D.
, Semenov V.V.
, Tomilov Y.V.
Reaction of levoglucosenone with diazocyclopropane
Russian Chemical Bulletin. 2009. V.58. N9. P.1927-1933. DOI: 10.1007/s11172-009-0263-4 WOS Scopus OpenAlex
Reaction of levoglucosenone with diazocyclopropane
Russian Chemical Bulletin. 2009. V.58. N9. P.1927-1933. DOI: 10.1007/s11172-009-0263-4 WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000283500400022 |
| Scopus: | 2-s2.0-77956607792 |
| OpenAlex: | W2042737165 |