Reactions of 3,3-dialkyl-2,3-dihydro-6-trifluoromethyl-4-pyrones with hydroxylamine. Synthesis and structures of 5-(1,1-dialkyl-2-hydroxyethyl)-5-hydroxy-3-trifluoromethyl-Delta(2)-isoxazolines

Citation
Vy. Sosnovskikh et al., Reactions of 3,3-dialkyl-2,3-dihydro-6-trifluoromethyl-4-pyrones with hydroxylamine. Synthesis and structures of 5-(1,1-dialkyl-2-hydroxyethyl)-5-hydroxy-3-trifluoromethyl-Delta(2)-isoxazolines, RUSS CHEM B, 48(7), 1999, pp. 1323-1328
Citations number
18
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
48
Issue
7
Year of publication
1999
Pages
1323 - 1328
Database
ISI
SICI code
1066-5285(199907)48:7<1323:RO3WH>2.0.ZU;2-W
Abstract
The reactions of 3,3-dialkyl-2,3-dihydro-6-trifluoromethyl-4-pyrones with h ydroxylamine hydrochloride afforded regioisomeric 3(5)-(1,1-dialkyl-2-hydro xyethyl)-5-hydroxy-5(3)-trifluoromethyl-Delta(2)-isoxazolines depending on the reaction conditions. The title compounds were also prepared from 2,2-di alkyl-5-amino-1-hydroxy-6,6,6-trifluorohex-4-en-3-ones. The above dihydropy rones reacted with hydroxylamine (base) to yield 3-(1,1-dialkyl-2-hydroxyet hyl)-5-hydroxyamino-5-trifluoromethyl-Delta(2)-isoxazolines.